Bromination of alkenes and alkynes with (bromodimethyl)sulfonium bromide

被引：10

作者：

Das, Biswanath ^{[1
]}

Srinivas, Yallamalla ^{[1
]}

Sudhakar, Chittaluri ^{[1
]}

Ravikanth, Bornmena ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India

来源：

JOURNAL OF CHEMICAL RESEARCH-S | 2008年 / 04期

关键词：

alkene; alkyne; (bromodimethyl)sulfonium bromide;

D O I：

10.3184/030823408X314455

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Alkenes and alkynes were brominated efficiently in high yields with (bromodimethyl)sulfonium bromide in acetonitrile at room temperature. Alkenes produced the corresponding trans-dibromo compounds while alkynes (except phenylacetylene) afforded both the trans-dibromo products (major) and the tetrabromo derivatives (minor). However, phenylacetylene furnished solely the tetrabromo compound.

引用

页码：188 / 190

页数：3

共 15 条

[11] An efficient vanadium-catalyzed bromination reaction [J].

Moriuchi, Toshiyuki ;

Yamaguchi, Mitsuaki ;

Kikushima, Kotaro ;

Hirao, Toshikazu .

TETRAHEDRON LETTERS, 2007, 48 (15) :2667-2670

[12] An efficient bromination of alkenes using cerium(IV) ammonium nitrate (CAN) and potassium bromide [J].

Nair, V ;

Panicker, SB ;

Augustine, A ;

George, TG ;

Thomas, S ;

Vairamani, M .

TETRAHEDRON, 2001, 57 (34) :7417-7422

[13]

OLAH GA, 1979, SYNTHESIS-STUTTGART, P720

[14]

RIEKE RD, 1996, HDB GRIGNARD REAGENT, P527

[15] Bromination of alkenyl glycosides with copper(II) bromide and lithium bromide: Synthesis, mechanism, and DFT calculations [J].

Rodebaugh, R ;

Debenham, JS ;

Fraser-Reid, B ;

Snyder, JP .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (05) :1758-1761

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