Copper(II) tetrafluoroborate as an extremely efficient catalyst for 1,3-dithiolane/dithiane formation from carbonyl compounds under solvent-free conditions at room temperature

被引：36

作者：

Besra, RC ^{[1
]}

Rudrawar, S ^{[1
]}

Chakraborti, AK ^{[1
]}

机构：

[1] NIPER, Dept Med Chem, SAS Nagar 160062, Punjab, India

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 37期

关键词：

copper(II) tetrafluoroborate; catalyst; aldehyde; ketone; 1,3-dithiolane; 1,3-dithiane; solvent-free;

D O I：

10.1016/j.tetlet.2005.07.059

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Copper(II) tetrafluoroborate hydrate is a new and extremely efficient catalyst for 1,3-dithiolane/dithiane formation from aromatic, heteroaromatic and aliphatic aldehydes and cyclic saturated ketones in 1-5 min under solvent-free conditions at room temperature. The reaction is compatible with other functionalities such as ether, ester, hydroxyl, halide, nitro and cyano groups and exhibits excellent chemoselectivity. alpha,beta-Unsaturated aldehydes/ketones lead to selective formation of 1,3-dithiolanes instead of Michael addition products. For substrates bearing an aldehyde and a ketone carbonyl group, chemoselective dithiolane formation takes place with the aldehyde. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：6213 / 6217

页数：5

共 32 条

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