共 69 条
Iron-Catalyzed C-H Alkylation of Heterocyclic C-H Bonds
被引:70
作者:

Babu, Kaki Raveendra
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Chinese Acad Sci, Fujian Inst Res Struct Matter, State Key Lab Struct Chem, Key Lab Coal Ethylene Glycol & Its Related Techno, 155 Yangqiao Rd West, Fuzhou 350002, Fujian, Peoples R China Univ Chinese Acad Sci, Fujian Inst Res Struct Matter, State Key Lab Struct Chem, Key Lab Coal Ethylene Glycol & Its Related Techno, 155 Yangqiao Rd West, Fuzhou 350002, Fujian, Peoples R China

Zhu, Nengbo
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Chinese Acad Sci, Fujian Inst Res Struct Matter, State Key Lab Struct Chem, Key Lab Coal Ethylene Glycol & Its Related Techno, 155 Yangqiao Rd West, Fuzhou 350002, Fujian, Peoples R China Univ Chinese Acad Sci, Fujian Inst Res Struct Matter, State Key Lab Struct Chem, Key Lab Coal Ethylene Glycol & Its Related Techno, 155 Yangqiao Rd West, Fuzhou 350002, Fujian, Peoples R China

Bao, Hongli
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Chinese Acad Sci, Fujian Inst Res Struct Matter, State Key Lab Struct Chem, Key Lab Coal Ethylene Glycol & Its Related Techno, 155 Yangqiao Rd West, Fuzhou 350002, Fujian, Peoples R China Univ Chinese Acad Sci, Fujian Inst Res Struct Matter, State Key Lab Struct Chem, Key Lab Coal Ethylene Glycol & Its Related Techno, 155 Yangqiao Rd West, Fuzhou 350002, Fujian, Peoples R China
机构:
[1] Univ Chinese Acad Sci, Fujian Inst Res Struct Matter, State Key Lab Struct Chem, Key Lab Coal Ethylene Glycol & Its Related Techno, 155 Yangqiao Rd West, Fuzhou 350002, Fujian, Peoples R China
关键词:
ELECTRON-TRANSFER MECHANISM;
REDOX-ACTIVE ESTERS;
DIRECT ARYLATION;
INTERMOLECULAR HYDROARYLATION;
DIRECT ALKYNYLATION;
CONJUGATE ADDITION;
GRIGNARD-REAGENTS;
CARBOXYLIC-ACIDS;
MILD CONDITIONS;
INDOLES;
D O I:
10.1021/acs.orglett.6b03287
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
An efficient, iron-catalyzed C-H alkylation of benzothiazoles by using alkyl diacyl peroxides and alkyl tert-butyl peresters which are readily accessible from carboxylic acids to synthesize 2-alkylbenzothiazoles is developed. This reaction is environmentally benign and compatible with a broad range of functional groups. Various primary, secondary, and tertiary alkyl groups can be efficiently incorporated into diverse benzothiazoles. The effectiveness of this method is illustrated by late-stage functionalization of biologically active heterocycles.
引用
收藏
页码:46 / 49
页数:4
相关论文
共 69 条
[1]
Carboxylate-Assisted Ruthenium-Catalyzed Direct Alkylations of Ketimines
[J].
Ackermann, Lutz
;
Hofmann, Nora
;
Vicente, Ruben
.
ORGANIC LETTERS,
2011, 13 (07)
:1875-1877

Ackermann, Lutz
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

Hofmann, Nora
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

Vicente, Ruben
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
[2]
Metal-catalyzed direct alkylations of (hetero)arenes via C-H bond cleavages with unactivated alkyl halides
[J].
Ackermann, Lutz
.
CHEMICAL COMMUNICATIONS,
2010, 46 (27)
:4866-4877

Ackermann, Lutz
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
[3]
Ruthenium-Catalyzed Regioselective Direct Alkylation of Arenes with Unactivated Alkyl Halides through C-H Bond Cleavage
[J].
Ackermann, Lutz
;
Novak, Petr
;
Vicente, Ruben
;
Hofmann, Nora
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2009, 48 (33)
:6045-6048

Ackermann, Lutz
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

Novak, Petr
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

Vicente, Ruben
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

Hofmann, Nora
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
[4]
Aryl-aryl bond formation by transition-metal-catalyzed direct arylation
[J].
Alberico, Dino
;
Scott, Mark E.
;
Lautens, Mark
.
CHEMICAL REVIEWS,
2007, 107 (01)
:174-238

Alberico, Dino
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Labs, Toronto, ON M5S 3H6, Canada

Scott, Mark E.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Labs, Toronto, ON M5S 3H6, Canada

Lautens, Mark
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Toronto, Dept Chem, Davenport Labs, Toronto, ON M5S 3H6, Canada Univ Toronto, Dept Chem, Davenport Labs, Toronto, ON M5S 3H6, Canada
[5]
Iron Catalysis in Organic Synthesis
[J].
Bauer, Ingmar
;
Knoelker, Hans-Joachim
.
CHEMICAL REVIEWS,
2015, 115 (09)
:3170-3387

论文数: 引用数:
h-index:
机构:

Knoelker, Hans-Joachim
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ Dresden, Dept Chem, D-01069 Dresden, Germany Tech Univ Dresden, Dept Chem, D-01069 Dresden, Germany
[6]
Copper as a Powerful Catalyst in the Direct Alkynylation of Azoles
[J].
Besselievre, Francois
;
Piguel, Sandrine
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2009, 48 (50)
:9553-9556

Besselievre, Francois
论文数: 0 引用数: 0
h-index: 0
机构:
Ctr Univ Orsay, Inst Curie, UMR 176, CNRS, F-91405 Orsay, France Ctr Univ Orsay, Inst Curie, UMR 176, CNRS, F-91405 Orsay, France

Piguel, Sandrine
论文数: 0 引用数: 0
h-index: 0
机构:
Ctr Univ Orsay, Inst Curie, UMR 176, CNRS, F-91405 Orsay, France Ctr Univ Orsay, Inst Curie, UMR 176, CNRS, F-91405 Orsay, France
[7]
Analysis of the reactions used for the preparation of drug candidate molecules
[J].
Carey, John S.
;
Laffan, David
;
Thomson, Colin
;
Williams, Mike T.
.
ORGANIC & BIOMOLECULAR CHEMISTRY,
2006, 4 (12)
:2337-2347

Carey, John S.
论文数: 0 引用数: 0
h-index: 0
机构:
GlaxoSmithKline, Old Powder Mills, Tonbridge, England GlaxoSmithKline, Old Powder Mills, Tonbridge, England

Laffan, David
论文数: 0 引用数: 0
h-index: 0
机构: GlaxoSmithKline, Old Powder Mills, Tonbridge, England

Thomson, Colin
论文数: 0 引用数: 0
h-index: 0
机构: GlaxoSmithKline, Old Powder Mills, Tonbridge, England

Williams, Mike T.
论文数: 0 引用数: 0
h-index: 0
机构: GlaxoSmithKline, Old Powder Mills, Tonbridge, England
[8]
Palladium-catalyzed alkylation of aryl C-H bonds with sp3 organotin reagents using benzoquinone as a crucial promoter
[J].
Chen, X
;
Li, JJ
;
Hao, XS
;
Goodhue, CE
;
Yu, JQ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2006, 128 (01)
:78-79

Chen, X
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem, Waltham, MA 02454 USA Brandeis Univ, Dept Chem, Waltham, MA 02454 USA

Li, JJ
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem, Waltham, MA 02454 USA Brandeis Univ, Dept Chem, Waltham, MA 02454 USA

Hao, XS
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem, Waltham, MA 02454 USA Brandeis Univ, Dept Chem, Waltham, MA 02454 USA

Goodhue, CE
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem, Waltham, MA 02454 USA Brandeis Univ, Dept Chem, Waltham, MA 02454 USA

Yu, JQ
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem, Waltham, MA 02454 USA Brandeis Univ, Dept Chem, Waltham, MA 02454 USA
[9]
Palladium-catalyzed alkylation of sp2 and sp3 C-H bonds with methylboroxine and alkylboronic acids:: Two distinct C-H activation pathways
[J].
Chen, Xiao
;
Goodhue, Charles E.
;
Yu, Jin-Quan
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2006, 128 (39)
:12634-12635

Chen, Xiao
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA

Goodhue, Charles E.
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA

Yu, Jin-Quan
论文数: 0 引用数: 0
h-index: 0
机构:
Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA
[10]
Practical Ni-Catalyzed Aryl-Alkyl Cross-Coupling of Secondary Redox-Active Esters
[J].
Cornella, Josep
;
Edwards, Jacob T.
;
Qin, Tian
;
Kawamura, Shuhei
;
Wang, Jie
;
Pan, Chung-Mao
;
Gianatassio, Ryan
;
Schmidt, Michael
;
Eastgate, Martin D.
;
Baran, Phil S.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2016, 138 (07)
:2174-2177

Cornella, Josep
论文数: 0 引用数: 0
h-index: 0
机构:
Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA

Edwards, Jacob T.
论文数: 0 引用数: 0
h-index: 0
机构:
Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA

Qin, Tian
论文数: 0 引用数: 0
h-index: 0
机构:
Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA

Kawamura, Shuhei
论文数: 0 引用数: 0
h-index: 0
机构:
Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA

Wang, Jie
论文数: 0 引用数: 0
h-index: 0
机构:
Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA

Pan, Chung-Mao
论文数: 0 引用数: 0
h-index: 0
机构:
Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA

Gianatassio, Ryan
论文数: 0 引用数: 0
h-index: 0
机构:
Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA

Schmidt, Michael
论文数: 0 引用数: 0
h-index: 0
机构:
Bristol Myers Squibb, Chem Dev, 1 Squibb Dr, New Brunswick, NJ 08903 USA Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA

Eastgate, Martin D.
论文数: 0 引用数: 0
h-index: 0
机构:
Bristol Myers Squibb, Chem Dev, 1 Squibb Dr, New Brunswick, NJ 08903 USA Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA

Baran, Phil S.
论文数: 0 引用数: 0
h-index: 0
机构:
Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA Scripps Res Inst, Dept Chem, 10550 North Torrey Pines Rd, La Jolla, CA 92037 USA