Rh(III)-Catalyzed Oxidative Olefination of N-(1-Naphthyl)sulfonamides Using Activated and Unactivated Alkenes

被引：96

作者：

Li, Xuting ^{[1
,2
]}

Gong, Xue ^{[1
]}

Zhao, Miao ^{[1
]}

Song, Guoyong ^{[1
]}

Deng, Jian ^{[2
]}

Li, Xingwei ^{[1
]}

机构：

[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China

[2] Univ S China, Sch Chem & Chem Engn, Hengyang 421001, Peoples R China

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 21期

关键词：

CATALYZED ORTHO-OLEFINATION; H BOND-CLEAVAGE; ARYL IODIDES; ALKYNES; DERIVATIVES; ARENES; ACIDS; N; N-DIMETHYLFORMAMIDE; FUNCTIONALIZATION; ALKYLATION;

D O I：

10.1021/ol2023856

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rhodium(III)-catalyzed oxidative olefination of N-(1-naphthyl)sulfonamides has been achieved at the peri position. Three categories of olefins have been successfully applied. Activated olefins reacted to afford five-membered azacycles as a result of oxidative olefination-hydroamination. Unactivated olefins reacted to give the olefination product. 2-fold oxidative C-C and C-N coupling was achieved for allylbenzenes.

引用

页码：5808 / 5811

页数：4

共 45 条

[1] Rh(III)-catalyzed tandem oxidative olefination-cyclization of aryl sulfonamides
Ding, Qiuping
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[2] Rhodium(III)-catalyzed oxidative olefination of N-allyl sulfonamides
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[4] Rh(III)-Catalyzed Oxidative Coupling of Unactivated Alkenes via C-H Activation
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[5] Rh(III)-Catalyzed Tandem Oxidative Olefination-Michael Reactions between Aryl Carboxamides and Alkenes
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[7] DISTANNOXANE-CATALYZED CONVERSION OF CHIRAL ALCOHOL TO N-[1-(1-NAPHTHYL)ETHYL]CARBAMATE
OTERA, J
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SATO, T
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[8] Rh/O2-Catalyzed C8 Olefination of Quinoline N-Oxides with Activated and Unactivated Olefins
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[9] Aerobic Oxidative C-H Olefination of Arylamides with Unactivated Olefins via a Rh(III)-Catalyzed C-H Activation
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[10] Rh(III)-Catalyzed Selective Olefination of N-Carboxamide Indoles with Unactivated Olefins at Room Temperature via an Internal Oxidation
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