New examples of 1,6- and 1,7-hydrogen transfer promoted by an α-silyl group in rhodium(I)-catalyzed radical reactions of acyclic enediynes

被引：42

作者：

Manabe, T ^{[1
]}

Yanagi, SI ^{[1
]}

Ohe, K ^{[1
]}

Uemura, S ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Energy & Hydrocarbon Chem, Sakyo Ku, Kyoto 6068501, Japan

来源：

ORGANOMETALLICS | 1998年 / 17卷 / 14期

关键词：

D O I：

10.1021/om980143i

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A rhodium(I) catalyst triggers cycloaromatization of omega-trialkylsilylated acyclic enediynes to afford benzosilacycloalkane or vinylsilane products via 1,6- and/or 1,7-hydrogen transfer, presumably effected by radical stabilization by an alpha-silyl moiety, and via a seven and/or eight-membered rhodacycle intermediate. The addition of a catalytic amount of dimethyl maleate is essential to obtain, better yields air the products.

引用

页码：2942 / 2944

页数：3

共 3 条

[1] NHC-catalyzed radical acylation of cycloalkyl silyl peroxides to access 1,6-,1,7-, and 1,8-diketones
Liu, Chaolei
Wang, Jingyi
Liu, Xinlong
Feng, Jie
Du, Ding
CHEMICAL COMMUNICATIONS, 2023, 59 (88) : 13175 - 13178
[2] Cationic rhodium(I)/Segphos-catalyzed cycloisomerization of 1,6- and 1,7-diynes in the presence of 1,2-cyclohexanedione
Tanaka, Ken
Otake, Yousuke
Hirano, Masao
ORGANIC LETTERS, 2007, 9 (20) : 3953 - 3956
[3] Radical reactions with 2-bromobenzylidene group, a protecting/radical-translocating group for the 1,6-radical hydrogen transfer reaction
Sakaguchi, Natsumi
Hirano, Shinpei
Matsuda, Akira
Shuto, Satoshi
ORGANIC LETTERS, 2006, 8 (15) : 3291 - 3294

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