共 57 条
Three-Component Fusion to Pyrazolo[5,1-a]isoquinolines via Rh- Catalyzed Multiple Order Transformation of Enaminones
被引:27
作者:

Chen, Demao
论文数: 0 引用数: 0
h-index: 0
机构:
Jiangxi Normal Univ, Coll Chem & Chem Engn, Natl Engn Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China Jiangxi Normal Univ, Coll Chem & Chem Engn, Natl Engn Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China

Wan, Changfeng
论文数: 0 引用数: 0
h-index: 0
机构:
Jiangxi Normal Univ, Coll Chem & Chem Engn, Natl Engn Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China Jiangxi Normal Univ, Coll Chem & Chem Engn, Natl Engn Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China

Liu, Yunyun
论文数: 0 引用数: 0
h-index: 0
机构:
Jiangxi Normal Univ, Coll Chem & Chem Engn, Natl Engn Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China Jiangxi Normal Univ, Coll Chem & Chem Engn, Natl Engn Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China

Wan, Jie-Ping
论文数: 0 引用数: 0
h-index: 0
机构:
Jiangxi Normal Univ, Coll Chem & Chem Engn, Natl Engn Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China
Nanjing Forestry Univ, Int Innovat Ctr Forest Chem & Mat, Nanjing 210037, Jiangsu, Peoples R China Jiangxi Normal Univ, Coll Chem & Chem Engn, Natl Engn Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China
机构:
[1] Jiangxi Normal Univ, Coll Chem & Chem Engn, Natl Engn Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China
[2] Nanjing Forestry Univ, Int Innovat Ctr Forest Chem & Mat, Nanjing 210037, Jiangsu, Peoples R China
基金:
中国国家自然科学基金;
关键词:
C-H FUNCTIONALIZATION;
BOND FORMATION;
ANNULATION;
ALKYNES;
AMIDATION;
AMINES;
D O I:
10.1021/acs.joc.3c00019
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A facile and practical method for the synthesis of fused tricyclic pyrazolo[5,1-a]isoquinolines has been realized via the reactions of enaminones, hydrazine hydrochloride, and internal alkynes. By means of Rh catalysis, the extraordinary high-order bond functionalization, including the transformation of aryl C-H, ketone C=O, and alkenyl C-N bonds in the enaminones, marks the major feature of the cascade reactions. The results disclose the individual advantage of enaminones in the design of novel and efficient synthetic methods.
引用
收藏
页码:4833 / 4838
页数:6
相关论文
共 57 条
[1]
Metal-Free Multicomponent Strategy for Amidine Synthesis
[J].
Alassad, Zayed
;
AboRaed, Anas
;
Mizrachi, Meital Shema
;
Perez-Temprano, Monica H.
;
Milo, Anat
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2022, 144 (45)
:20672-20679

Alassad, Zayed
论文数: 0 引用数: 0
h-index: 0
机构:
Ben Gurion Univ Negev, Dept Chem, IL-84105 Beer Sheva, Israel Ben Gurion Univ Negev, Dept Chem, IL-84105 Beer Sheva, Israel

论文数: 引用数:
h-index:
机构:

Mizrachi, Meital Shema
论文数: 0 引用数: 0
h-index: 0
机构:
Ben Gurion Univ Negev, Dept Chem, IL-84105 Beer Sheva, Israel Ben Gurion Univ Negev, Dept Chem, IL-84105 Beer Sheva, Israel

Perez-Temprano, Monica H.
论文数: 0 引用数: 0
h-index: 0
机构:
Barcelona Inst Sci & Technol BIST, Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain Ben Gurion Univ Negev, Dept Chem, IL-84105 Beer Sheva, Israel

论文数: 引用数:
h-index:
机构:
[2]
Combined Experimental and Computational Investigations of Rhodium- and Ruthenium-Catalyzed C-H Functionalization of Pyrazoles with Alkynes
[J].
Algarra, Andres G.
;
Cross, Warren B.
;
Davies, David L.
;
Khamker, Qudsia
;
Macgregor, Stuart A.
;
McMullin, Claire L.
;
Singh, Kuldip
.
JOURNAL OF ORGANIC CHEMISTRY,
2014, 79 (05)
:1954-1970

Algarra, Andres G.
论文数: 0 引用数: 0
h-index: 0
机构:
Heriot Watt Univ, Inst Chem Sci, Edinburgh EH14 4AS, Midlothian, Scotland Heriot Watt Univ, Inst Chem Sci, Edinburgh EH14 4AS, Midlothian, Scotland

Cross, Warren B.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England Heriot Watt Univ, Inst Chem Sci, Edinburgh EH14 4AS, Midlothian, Scotland

Davies, David L.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England Heriot Watt Univ, Inst Chem Sci, Edinburgh EH14 4AS, Midlothian, Scotland

Khamker, Qudsia
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England Heriot Watt Univ, Inst Chem Sci, Edinburgh EH14 4AS, Midlothian, Scotland

Macgregor, Stuart A.
论文数: 0 引用数: 0
h-index: 0
机构:
Heriot Watt Univ, Inst Chem Sci, Edinburgh EH14 4AS, Midlothian, Scotland Heriot Watt Univ, Inst Chem Sci, Edinburgh EH14 4AS, Midlothian, Scotland

McMullin, Claire L.
论文数: 0 引用数: 0
h-index: 0
机构:
Heriot Watt Univ, Inst Chem Sci, Edinburgh EH14 4AS, Midlothian, Scotland Heriot Watt Univ, Inst Chem Sci, Edinburgh EH14 4AS, Midlothian, Scotland

Singh, Kuldip
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England Heriot Watt Univ, Inst Chem Sci, Edinburgh EH14 4AS, Midlothian, Scotland
[3]
Enaminones as building blocks in drug development: Recent advances in their chemistry, synthesis, and biological properties
[J].
Amaye, Isis J.
;
Haywood, Rhashanda D.
;
Mandzo, Edelquine M.
;
Wirick, Jeremy J.
;
Jackson-Ayotunde, Patrice L.
.
TETRAHEDRON,
2021, 83

Amaye, Isis J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Maryland Eastern Shore, Sch Pharm & Hlth Profess, Dept Pharmaceut Sci, One Coll Backbone Rd, Princess Anne, MD 21853 USA Univ Maryland Eastern Shore, Sch Pharm & Hlth Profess, Dept Pharmaceut Sci, One Coll Backbone Rd, Princess Anne, MD 21853 USA

Haywood, Rhashanda D.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Maryland Eastern Shore, Sch Pharm & Hlth Profess, Dept Pharmaceut Sci, One Coll Backbone Rd, Princess Anne, MD 21853 USA Univ Maryland Eastern Shore, Sch Pharm & Hlth Profess, Dept Pharmaceut Sci, One Coll Backbone Rd, Princess Anne, MD 21853 USA

Mandzo, Edelquine M.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Maryland Eastern Shore, Sch Pharm & Hlth Profess, One Coll Backbone Rd, Princess Anne, MD 21853 USA Univ Maryland Eastern Shore, Sch Pharm & Hlth Profess, Dept Pharmaceut Sci, One Coll Backbone Rd, Princess Anne, MD 21853 USA

Wirick, Jeremy J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Maryland Eastern Shore, Sch Pharm & Hlth Profess, One Coll Backbone Rd, Princess Anne, MD 21853 USA Univ Maryland Eastern Shore, Sch Pharm & Hlth Profess, Dept Pharmaceut Sci, One Coll Backbone Rd, Princess Anne, MD 21853 USA

Jackson-Ayotunde, Patrice L.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Maryland Eastern Shore, Sch Pharm & Hlth Profess, Dept Pharmaceut Sci, One Coll Backbone Rd, Princess Anne, MD 21853 USA Univ Maryland Eastern Shore, Sch Pharm & Hlth Profess, Dept Pharmaceut Sci, One Coll Backbone Rd, Princess Anne, MD 21853 USA
[4]
Copper-Catalyzed C-C Bond Formation through C-H Functionalization: Synthesis of Multisubstituted Indoles from N-Aryl Enaminones
[J].
Bernini, Roberta
;
Fabrizi, Giancarlo
;
Sferrazza, Alessio
;
Cacchi, Sandro
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2009, 48 (43)
:8078-8081

论文数: 引用数:
h-index:
机构:

Fabrizi, Giancarlo
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Rome, Dipartimento Chim & Tecnol Farmaco, I-00185 Rome, Italy Univ Rome, Dipartimento Chim & Tecnol Farmaco, I-00185 Rome, Italy

Sferrazza, Alessio
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Rome, Dipartimento Chim & Tecnol Farmaco, I-00185 Rome, Italy Univ Rome, Dipartimento Chim & Tecnol Farmaco, I-00185 Rome, Italy

Cacchi, Sandro
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Rome, Dipartimento Chim & Tecnol Farmaco, I-00185 Rome, Italy Univ Rome, Dipartimento Chim & Tecnol Farmaco, I-00185 Rome, Italy
[5]
Synthesis of α-Branched Amines by Three- and Four-Component C-H Functionalization Employing a Readily Diversifiable Hydrazone Directing Group
[J].
Brandes, Daniel S.
;
Muma, Alex D.
;
Ellman, Jonathan A.
.
ORGANIC LETTERS,
2021, 23 (24)
:9597-9601

Brandes, Daniel S.
论文数: 0 引用数: 0
h-index: 0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA

Muma, Alex D.
论文数: 0 引用数: 0
h-index: 0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA

Ellman, Jonathan A.
论文数: 0 引用数: 0
h-index: 0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA
[6]
Cooperation of copper and dioxygen for the site-selective construction of benzo[1,5]diazocin-6(5H)-ones from indoles and enaminone analogues
[J].
Cao, Wen-Bin
;
Liu, Bei-Bei
;
Xu, Xiao-Ping
;
Ji, Shun-Jun
.
ORGANIC CHEMISTRY FRONTIERS,
2018, 5 (07)
:1194-1201

Cao, Wen-Bin
论文数: 0 引用数: 0
h-index: 0
机构: Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China

Liu, Bei-Bei
论文数: 0 引用数: 0
h-index: 0
机构: Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China

Xu, Xiao-Ping
论文数: 0 引用数: 0
h-index: 0
机构:
Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China

Ji, Shun-Jun
论文数: 0 引用数: 0
h-index: 0
机构:
Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, Suzhou 215123, Peoples R China
[7]
Synthesis of Functionalized α-Vinyl Aldehydes from Enaminones
[J].
Chen, Jie
;
Guo, Pan
;
Zhang, Jianguo
;
Rong, Jiaxin
;
Sun, Wangbin
;
Jiang, Yaojia
;
Loh, Teck-Peng
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2019, 58 (36)
:12674-12679

Chen, Jie
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 211816, Jiangsu, Peoples R China Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 211816, Jiangsu, Peoples R China

Guo, Pan
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 211816, Jiangsu, Peoples R China Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 211816, Jiangsu, Peoples R China

Zhang, Jianguo
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 211816, Jiangsu, Peoples R China Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 211816, Jiangsu, Peoples R China

Rong, Jiaxin
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 211816, Jiangsu, Peoples R China Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 211816, Jiangsu, Peoples R China

Sun, Wangbin
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 211816, Jiangsu, Peoples R China Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 211816, Jiangsu, Peoples R China

Jiang, Yaojia
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 211816, Jiangsu, Peoples R China Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 211816, Jiangsu, Peoples R China

Loh, Teck-Peng
论文数: 0 引用数: 0
h-index: 0
机构:
Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 211816, Jiangsu, Peoples R China
Nanyang Technol Univ, Div Chem & Biol Chem, Sch Phys & Math Sci, Singapore 637616, Singapore Nanjing Tech Univ, Sch Chem & Mol Engn, Inst Adv Synth, Nanjing 211816, Jiangsu, Peoples R China
[8]
Thiazole-5-carbaldehyde Synthesis by Cascade Annulation of Enaminones and KSCN with Dess-Martin Periodinane Reagent
[J].
Chen, Kang
;
Zhao, Baoli
;
Liu, Yunyun
;
Wan, Jie-Ping
.
JOURNAL OF ORGANIC CHEMISTRY,
2022, 87 (21)
:14957-14964

Chen, Kang
论文数: 0 引用数: 0
h-index: 0
机构:
Jiangxi Normal Univ, Key Lab Fluorine & Silicon Energy Mat & Chem, Natl Res Ctr Carbohydrate Synth, Coll Chem & Chem Engn,Minist Educ, Nanchang 330022, Peoples R China Jiangxi Normal Univ, Key Lab Fluorine & Silicon Energy Mat & Chem, Natl Res Ctr Carbohydrate Synth, Coll Chem & Chem Engn,Minist Educ, Nanchang 330022, Peoples R China

Zhao, Baoli
论文数: 0 引用数: 0
h-index: 0
机构:
Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Zhejiang, Peoples R China Jiangxi Normal Univ, Key Lab Fluorine & Silicon Energy Mat & Chem, Natl Res Ctr Carbohydrate Synth, Coll Chem & Chem Engn,Minist Educ, Nanchang 330022, Peoples R China

Liu, Yunyun
论文数: 0 引用数: 0
h-index: 0
机构:
Jiangxi Normal Univ, Key Lab Fluorine & Silicon Energy Mat & Chem, Natl Res Ctr Carbohydrate Synth, Coll Chem & Chem Engn,Minist Educ, Nanchang 330022, Peoples R China
Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Zhejiang, Peoples R China Jiangxi Normal Univ, Key Lab Fluorine & Silicon Energy Mat & Chem, Natl Res Ctr Carbohydrate Synth, Coll Chem & Chem Engn,Minist Educ, Nanchang 330022, Peoples R China

Wan, Jie-Ping
论文数: 0 引用数: 0
h-index: 0
机构:
Jiangxi Normal Univ, Key Lab Fluorine & Silicon Energy Mat & Chem, Natl Res Ctr Carbohydrate Synth, Coll Chem & Chem Engn,Minist Educ, Nanchang 330022, Peoples R China Jiangxi Normal Univ, Key Lab Fluorine & Silicon Energy Mat & Chem, Natl Res Ctr Carbohydrate Synth, Coll Chem & Chem Engn,Minist Educ, Nanchang 330022, Peoples R China
[9]
NBS-Promoted C-H Amination of Enaminones for the Synthesis of N-Heterocycle Substituted Enaminones**
[J].
Duan, Xiyan
;
Li, Huimin
;
Li, Weinan
;
Wang, Junqi
;
Liu, Ning
.
CHEMISTRYSELECT,
2021, 6 (25)
:6478-6482

Duan, Xiyan
论文数: 0 引用数: 0
h-index: 0
机构:
Henan Univ Sci & Technol, Sch Chem Engn & Pharmaceut, Luoyang 471003, Henan, Peoples R China Henan Univ Sci & Technol, Sch Chem Engn & Pharmaceut, Luoyang 471003, Henan, Peoples R China

Li, Huimin
论文数: 0 引用数: 0
h-index: 0
机构:
Henan Univ Sci & Technol, Sch Chem Engn & Pharmaceut, Luoyang 471003, Henan, Peoples R China Henan Univ Sci & Technol, Sch Chem Engn & Pharmaceut, Luoyang 471003, Henan, Peoples R China

Li, Weinan
论文数: 0 引用数: 0
h-index: 0
机构:
Henan Univ Sci & Technol, Sch Chem Engn & Pharmaceut, Luoyang 471003, Henan, Peoples R China Henan Univ Sci & Technol, Sch Chem Engn & Pharmaceut, Luoyang 471003, Henan, Peoples R China

Wang, Junqi
论文数: 0 引用数: 0
h-index: 0
机构:
Henan Univ Sci & Technol, Sch Chem Engn & Pharmaceut, Luoyang 471003, Henan, Peoples R China Henan Univ Sci & Technol, Sch Chem Engn & Pharmaceut, Luoyang 471003, Henan, Peoples R China

Liu, Ning
论文数: 0 引用数: 0
h-index: 0
机构:
Henan Univ Sci & Technol, Sch Nursing, Luoyang 471003, Henan, Peoples R China Henan Univ Sci & Technol, Sch Chem Engn & Pharmaceut, Luoyang 471003, Henan, Peoples R China
[10]
DMSO as a C1 Source for [2+2+1] Pyrazole Ring Construction via Metal-Free Annulation with Enaminones and Hydrazines
[J].
Guo, Haijin
;
Tian, Lihong
;
Liu, Yunyun
;
Wan, Jie-Ping
.
ORGANIC LETTERS,
2022, 24 (01)
:228-233

Guo, Haijin
论文数: 0 引用数: 0
h-index: 0
机构:
Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China

Tian, Lihong
论文数: 0 引用数: 0
h-index: 0
机构:
Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China

Liu, Yunyun
论文数: 0 引用数: 0
h-index: 0
机构:
Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China

Wan, Jie-Ping
论文数: 0 引用数: 0
h-index: 0
机构:
Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China