共 62 条
NHC-Catalyzed Tandem Reaction: A Strategy for the Synthesis of 2-Pyrrolidinone-Functionalized Phenanthridines
被引:7
作者:

Zhou, Nengneng
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Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Functionalized Mol Solids, Minist Educ,Anhui Key Lab Mol Based Mat, Wuhu 241000, Anhui, Peoples R China Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Functionalized Mol Solids, Minist Educ,Anhui Key Lab Mol Based Mat, Wuhu 241000, Anhui, Peoples R China

Wang, Lei
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Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Functionalized Mol Solids, Minist Educ,Anhui Key Lab Mol Based Mat, Wuhu 241000, Anhui, Peoples R China Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Functionalized Mol Solids, Minist Educ,Anhui Key Lab Mol Based Mat, Wuhu 241000, Anhui, Peoples R China

Zhao, Fangli
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h-index: 0
机构:
Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Functionalized Mol Solids, Minist Educ,Anhui Key Lab Mol Based Mat, Wuhu 241000, Anhui, Peoples R China Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Functionalized Mol Solids, Minist Educ,Anhui Key Lab Mol Based Mat, Wuhu 241000, Anhui, Peoples R China

Gao, Xiang
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h-index: 0
机构:
Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Functionalized Mol Solids, Minist Educ,Anhui Key Lab Mol Based Mat, Wuhu 241000, Anhui, Peoples R China Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Functionalized Mol Solids, Minist Educ,Anhui Key Lab Mol Based Mat, Wuhu 241000, Anhui, Peoples R China

Zhao, Xiaowei
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h-index: 0
机构:
Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Functionalized Mol Solids, Minist Educ,Anhui Key Lab Mol Based Mat, Wuhu 241000, Anhui, Peoples R China Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Functionalized Mol Solids, Minist Educ,Anhui Key Lab Mol Based Mat, Wuhu 241000, Anhui, Peoples R China

Zhang, Man
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h-index: 0
机构:
Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Functionalized Mol Solids, Minist Educ,Anhui Key Lab Mol Based Mat, Wuhu 241000, Anhui, Peoples R China Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Functionalized Mol Solids, Minist Educ,Anhui Key Lab Mol Based Mat, Wuhu 241000, Anhui, Peoples R China
机构:
[1] Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Functionalized Mol Solids, Minist Educ,Anhui Key Lab Mol Based Mat, Wuhu 241000, Anhui, Peoples R China
基金:
中国国家自然科学基金;
关键词:
RADICAL C-P;
6-PHOSPHORYLATED PHENANTHRIDINES;
METAL-FREE;
CYCLIZATION;
2-ISOCYANOBIPHENYLS;
ISOCYANIDES;
DERIVATIVES;
BASE;
D O I:
10.1021/acs.joc.3c02086
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Herein, an N-heterocyclic carbene (NHC)-catalyzed tandem cyclization/addition/cyclization reaction of 2-isocyanobiaryls and alpha-bromo-N-cinnamylamides for the synthesis of 2-pyrrolidinone-functionalized phenanthridines is developed. This protocol features a radical cascade process, broad substrate scope, and good functional group compatibility under metal- and oxidant-free reaction conditions.
引用
收藏
页码:16556 / 16565
页数:10
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共 62 条
[1]
Photoinduced N-Heterocyclic Nitrenium-Catalyzed Single Electron Reduction of Acyl Fluorides for Phenanthridine Synthesis
[J].
Bao, Lei
;
Wang, Zhi-Xiang
;
Chen, Xiang-Yu
.
ORGANIC LETTERS,
2023,
:565-568

Bao, Lei
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Chinese Acad Sci, Sch Chem Sci, Beijing 100049, Peoples R China Univ Chinese Acad Sci, Sch Chem Sci, Beijing 100049, Peoples R China

Wang, Zhi-Xiang
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Chinese Acad Sci, Sch Chem Sci, Beijing 100049, Peoples R China
Binzhou Inst Technol, Weiqiao UCAS Sci & Technol Pk, Binzhou 256606, Shandong, Peoples R China Univ Chinese Acad Sci, Sch Chem Sci, Beijing 100049, Peoples R China

Chen, Xiang-Yu
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Chinese Acad Sci, Sch Chem Sci, Beijing 100049, Peoples R China
Binzhou Inst Technol, Weiqiao UCAS Sci & Technol Pk, Binzhou 256606, Shandong, Peoples R China Univ Chinese Acad Sci, Sch Chem Sci, Beijing 100049, Peoples R China
[2]
Structure-Activity Relationship Studies of Phenanthridine-Based Bcl-XL Inhibitors
[J].
Bernardo, Paul H.
;
Wan, Kah-Fei
;
Sivaraman, Thirunavukkarasu
;
Xu, Jin
;
Moore, Felicity K.
;
Hung, Alvin W.
;
Mok, Henry Y. K.
;
Yu, Victor C.
;
Chai, Christina L. L.
.
JOURNAL OF MEDICINAL CHEMISTRY,
2008, 51 (21)
:6699-6710

Bernardo, Paul H.
论文数: 0 引用数: 0
h-index: 0
机构:
ASTAR, Inst Chem & Engn Sci, Jurong Island 627833, Singapore ASTAR, Inst Chem & Engn Sci, Jurong Island 627833, Singapore

Wan, Kah-Fei
论文数: 0 引用数: 0
h-index: 0
机构:
ASTAR, Inst Mol & Cell Biol, Singapore 138673, Singapore ASTAR, Inst Chem & Engn Sci, Jurong Island 627833, Singapore

Sivaraman, Thirunavukkarasu
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Singapore, Dept Biol Sci, Singapore 117543, Singapore ASTAR, Inst Chem & Engn Sci, Jurong Island 627833, Singapore

Xu, Jin
论文数: 0 引用数: 0
h-index: 0
机构:
ASTAR, Inst Chem & Engn Sci, Jurong Island 627833, Singapore ASTAR, Inst Chem & Engn Sci, Jurong Island 627833, Singapore

Moore, Felicity K.
论文数: 0 引用数: 0
h-index: 0
机构:
ASTAR, Inst Chem & Engn Sci, Jurong Island 627833, Singapore ASTAR, Inst Chem & Engn Sci, Jurong Island 627833, Singapore

Hung, Alvin W.
论文数: 0 引用数: 0
h-index: 0
机构:
ASTAR, Inst Chem & Engn Sci, Jurong Island 627833, Singapore ASTAR, Inst Chem & Engn Sci, Jurong Island 627833, Singapore

Mok, Henry Y. K.
论文数: 0 引用数: 0
h-index: 0
机构:
Natl Univ Singapore, Dept Biol Sci, Singapore 117543, Singapore ASTAR, Inst Chem & Engn Sci, Jurong Island 627833, Singapore

Yu, Victor C.
论文数: 0 引用数: 0
h-index: 0
机构:
ASTAR, Inst Mol & Cell Biol, Singapore 138673, Singapore ASTAR, Inst Chem & Engn Sci, Jurong Island 627833, Singapore

Chai, Christina L. L.
论文数: 0 引用数: 0
h-index: 0
机构:
ASTAR, Inst Chem & Engn Sci, Jurong Island 627833, Singapore ASTAR, Inst Chem & Engn Sci, Jurong Island 627833, Singapore
[3]
Biologically active γ-lactams: synthesis and natural sources
[J].
Caruano, J.
;
Muccioli, G. G.
;
Robiette, R.
.
ORGANIC & BIOMOLECULAR CHEMISTRY,
2016, 14 (43)
:10134-10156

Caruano, J.
论文数: 0 引用数: 0
h-index: 0
机构:
Catholic Univ Louvain, Inst Condensed Matter & Nanosci, Pl Louis Pasteur 1,Box L4-01-02, B-1348 Louvain La Neuve, Belgium
Catholic Univ Louvain, Louvain Drug Res Inst, Av E Mounier 73,Box B1-72-01, B-1200 Brussels, Belgium Catholic Univ Louvain, Inst Condensed Matter & Nanosci, Pl Louis Pasteur 1,Box L4-01-02, B-1348 Louvain La Neuve, Belgium

Muccioli, G. G.
论文数: 0 引用数: 0
h-index: 0
机构:
Catholic Univ Louvain, Louvain Drug Res Inst, Av E Mounier 73,Box B1-72-01, B-1200 Brussels, Belgium Catholic Univ Louvain, Inst Condensed Matter & Nanosci, Pl Louis Pasteur 1,Box L4-01-02, B-1348 Louvain La Neuve, Belgium

Robiette, R.
论文数: 0 引用数: 0
h-index: 0
机构:
Catholic Univ Louvain, Inst Condensed Matter & Nanosci, Pl Louis Pasteur 1,Box L4-01-02, B-1348 Louvain La Neuve, Belgium Catholic Univ Louvain, Inst Condensed Matter & Nanosci, Pl Louis Pasteur 1,Box L4-01-02, B-1348 Louvain La Neuve, Belgium
[4]
Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes
[J].
Flanigan, Darrin M.
;
Romanov-Michailidis, Fedor
;
White, Nicholas A.
;
Rovis, Tomislav
.
CHEMICAL REVIEWS,
2015, 115 (17)
:9307-9387

Flanigan, Darrin M.
论文数: 0 引用数: 0
h-index: 0
机构:
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

Romanov-Michailidis, Fedor
论文数: 0 引用数: 0
h-index: 0
机构:
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

White, Nicholas A.
论文数: 0 引用数: 0
h-index: 0
机构:
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

Rovis, Tomislav
论文数: 0 引用数: 0
h-index: 0
机构:
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
[5]
Transition-metal-free, visible-light induced cyclization of arylsulfonyl chlorides with 2-isocyanobiphenyls to produce phenanthridines
[J].
Gu, Lijun
;
Jin, Cheng
;
Liu, Jiyan
;
Ding, Hongyan
;
Fan, Baomin
.
CHEMICAL COMMUNICATIONS,
2014, 50 (35)
:4643-4645

Gu, Lijun
论文数: 0 引用数: 0
h-index: 0
机构:
Yunnan Univ Nationalities, State Ethn Affairs Commiss, Key Lab Chem Ethn Med Resources, Kunming 650500, Yunnan, Peoples R China
Yunnan Univ Nationalities, Minist Educ, Kunming 650500, Yunnan, Peoples R China Yunnan Univ Nationalities, State Ethn Affairs Commiss, Key Lab Chem Ethn Med Resources, Kunming 650500, Yunnan, Peoples R China

Jin, Cheng
论文数: 0 引用数: 0
h-index: 0
机构:
New United Grp Co Ltd, Changzhou 213166, Jiangsu, Peoples R China Yunnan Univ Nationalities, State Ethn Affairs Commiss, Key Lab Chem Ethn Med Resources, Kunming 650500, Yunnan, Peoples R China

Liu, Jiyan
论文数: 0 引用数: 0
h-index: 0
机构:
Yunnan Univ Nationalities, State Ethn Affairs Commiss, Key Lab Chem Ethn Med Resources, Kunming 650500, Yunnan, Peoples R China
Yunnan Univ Nationalities, Minist Educ, Kunming 650500, Yunnan, Peoples R China Yunnan Univ Nationalities, State Ethn Affairs Commiss, Key Lab Chem Ethn Med Resources, Kunming 650500, Yunnan, Peoples R China

Ding, Hongyan
论文数: 0 引用数: 0
h-index: 0
机构:
Yunnan Univ Nationalities, State Ethn Affairs Commiss, Key Lab Chem Ethn Med Resources, Kunming 650500, Yunnan, Peoples R China
Yunnan Univ Nationalities, Minist Educ, Kunming 650500, Yunnan, Peoples R China Yunnan Univ Nationalities, State Ethn Affairs Commiss, Key Lab Chem Ethn Med Resources, Kunming 650500, Yunnan, Peoples R China

Fan, Baomin
论文数: 0 引用数: 0
h-index: 0
机构:
Yunnan Univ Nationalities, State Ethn Affairs Commiss, Key Lab Chem Ethn Med Resources, Kunming 650500, Yunnan, Peoples R China
Yunnan Univ Nationalities, Minist Educ, Kunming 650500, Yunnan, Peoples R China Yunnan Univ Nationalities, State Ethn Affairs Commiss, Key Lab Chem Ethn Med Resources, Kunming 650500, Yunnan, Peoples R China
[6]
Biomimetic Carbene-Catalyzed Oxidations of Aldehydes Using TEMPO
[J].
Guin, Joyram
;
De Sarkar, Suman
;
Grimme, Stefan
;
Studer, Armido
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2008, 47 (45)
:8727-8730

Guin, Joyram
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Munster, Inst Organ Chem, NRW Grad Sch Chem, D-48149 Munster, Germany Univ Munster, Inst Organ Chem, NRW Grad Sch Chem, D-48149 Munster, Germany

De Sarkar, Suman
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Munster, Inst Organ Chem, NRW Grad Sch Chem, D-48149 Munster, Germany Univ Munster, Inst Organ Chem, NRW Grad Sch Chem, D-48149 Munster, Germany

Grimme, Stefan
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Munster, Inst Organ Chem, NRW Grad Sch Chem, D-48149 Munster, Germany Univ Munster, Inst Organ Chem, NRW Grad Sch Chem, D-48149 Munster, Germany

Studer, Armido
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Munster, Inst Organ Chem, NRW Grad Sch Chem, D-48149 Munster, Germany Univ Munster, Inst Organ Chem, NRW Grad Sch Chem, D-48149 Munster, Germany
[7]
Boryl Radicals-Triggered Selective C-H Functionalization for the Synthesis of Diverse Phenanthridine Derivatives
[J].
Guo, Ao
;
Han, Jia-Bin
;
Tang, Xiang-Ying
.
ORGANIC LETTERS,
2018, 20 (08)
:2351-2355

Guo, Ao
论文数: 0 引用数: 0
h-index: 0
机构: Huazhong Univ Sci & Technol, Sch Chem & Chem Engn, 1037 Luoyu Rd, Wuhan 430074, Hubei, Peoples R China

Han, Jia-Bin
论文数: 0 引用数: 0
h-index: 0
机构: Huazhong Univ Sci & Technol, Sch Chem & Chem Engn, 1037 Luoyu Rd, Wuhan 430074, Hubei, Peoples R China

Tang, Xiang-Ying
论文数: 0 引用数: 0
h-index: 0
机构:
Huazhong Univ Sci & Technol, Sch Chem & Chem Engn, 1037 Luoyu Rd, Wuhan 430074, Hubei, Peoples R China Huazhong Univ Sci & Technol, Sch Chem & Chem Engn, 1037 Luoyu Rd, Wuhan 430074, Hubei, Peoples R China
[8]
Direct Photoexcitation of Benzothiazolines: Acyl Radical Generation and Application to Access Heterocycles
[J].
He, Xiang-Kui
;
Lu, Juan
;
Ye, Hai-Bing
;
Li, Lei
;
Xuan, Jun
.
MOLECULES,
2021, 26 (22)

He, Xiang-Kui
论文数: 0 引用数: 0
h-index: 0
机构:
Anhui Univ, Anhui Prov Key Lab Chem Inorgan, Organ Hybrid Functionalized Mat, Coll Chem & Chem Engn, Hefei 230601, Peoples R China Anhui Univ, Anhui Prov Key Lab Chem Inorgan, Organ Hybrid Functionalized Mat, Coll Chem & Chem Engn, Hefei 230601, Peoples R China

Lu, Juan
论文数: 0 引用数: 0
h-index: 0
机构:
Anhui Univ, Anhui Prov Key Lab Chem Inorgan, Organ Hybrid Functionalized Mat, Coll Chem & Chem Engn, Hefei 230601, Peoples R China Anhui Univ, Anhui Prov Key Lab Chem Inorgan, Organ Hybrid Functionalized Mat, Coll Chem & Chem Engn, Hefei 230601, Peoples R China

Ye, Hai-Bing
论文数: 0 引用数: 0
h-index: 0
机构:
Anhui Univ, Anhui Prov Key Lab Chem Inorgan, Organ Hybrid Functionalized Mat, Coll Chem & Chem Engn, Hefei 230601, Peoples R China Anhui Univ, Anhui Prov Key Lab Chem Inorgan, Organ Hybrid Functionalized Mat, Coll Chem & Chem Engn, Hefei 230601, Peoples R China

Li, Lei
论文数: 0 引用数: 0
h-index: 0
机构:
Anhui Univ, Anhui Prov Key Lab Chem Inorgan, Organ Hybrid Functionalized Mat, Coll Chem & Chem Engn, Hefei 230601, Peoples R China Anhui Univ, Anhui Prov Key Lab Chem Inorgan, Organ Hybrid Functionalized Mat, Coll Chem & Chem Engn, Hefei 230601, Peoples R China

Xuan, Jun
论文数: 0 引用数: 0
h-index: 0
机构:
Anhui Univ, Anhui Prov Key Lab Chem Inorgan, Organ Hybrid Functionalized Mat, Coll Chem & Chem Engn, Hefei 230601, Peoples R China
Anhui Univ, Minist Educ, Key Lab Struct & Funct Regulat Hybrid Mat, Hefei 230601, Peoples R China Anhui Univ, Anhui Prov Key Lab Chem Inorgan, Organ Hybrid Functionalized Mat, Coll Chem & Chem Engn, Hefei 230601, Peoples R China
[9]
An overview of N-heterocyclic carbenes
[J].
Hopkinson, Matthew N.
;
Richter, Christian
;
Schedler, Michael
;
Glorius, Frank
.
NATURE,
2014, 510 (7506)
:485-496

Hopkinson, Matthew N.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Munster, Inst Organ Chem, D-48149 Munster, Germany Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

Richter, Christian
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Munster, Inst Organ Chem, D-48149 Munster, Germany Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

Schedler, Michael
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Munster, Inst Organ Chem, D-48149 Munster, Germany Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

Glorius, Frank
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Munster, Inst Organ Chem, D-48149 Munster, Germany Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
[10]
N-Heterocyclic Carbene-Catalyzed Decarboxylative Alkylation of Aldehydes
[J].
Ishii, Takuya
;
Kakeno, Yuki
;
Nagao, Kazunori
;
Ohmiya, Hirohisa
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2019, 141 (09)
:3854-3858

Ishii, Takuya
论文数: 0 引用数: 0
h-index: 0
机构:
Kanazawa Univ, Grad Sch Med Sci, Div Pharmaceut Sci, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan Kanazawa Univ, Grad Sch Med Sci, Div Pharmaceut Sci, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan

Kakeno, Yuki
论文数: 0 引用数: 0
h-index: 0
机构:
Kanazawa Univ, Grad Sch Med Sci, Div Pharmaceut Sci, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan Kanazawa Univ, Grad Sch Med Sci, Div Pharmaceut Sci, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan

Nagao, Kazunori
论文数: 0 引用数: 0
h-index: 0
机构:
Kanazawa Univ, Grad Sch Med Sci, Div Pharmaceut Sci, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan Kanazawa Univ, Grad Sch Med Sci, Div Pharmaceut Sci, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan

Ohmiya, Hirohisa
论文数: 0 引用数: 0
h-index: 0
机构:
Kanazawa Univ, Grad Sch Med Sci, Div Pharmaceut Sci, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan Kanazawa Univ, Grad Sch Med Sci, Div Pharmaceut Sci, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan