Catalytic carbon-sulfur bond formation by amphoteric vanadyl triflate: exploring with thia-Michael addition, thioacetalization, and transthioacetalization reactions

被引：34
作者：
Chen, Chien-Tien [1 ]
Lin, Yow-Dzer [1 ]
Liu, Cheng-Yuan [1 ]
机构：
[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 11650, Taiwan
来源：
TETRAHEDRON | 2009年 / 65卷 / 50期
关键词：
C-S bond formation; Michael addition; Thioacetalization; Vanadyl triflate; ENANTIOSELECTIVE AEROBIC OXIDATION; NUCLEOPHILIC ACYL SUBSTITUTIONS; ASYMMETRIC CONJUGATE ADDITION; HIGHLY EFFICIENT CATALYST; RECYCLABLE CATALYST; CHEMOSELECTIVE THIOACETALIZATION; COPPER(II) TETRAFLUOROBORATE; WATER-TOLERANT; SOFT ACIDS; LEWIS-ACID;
D O I：
10.1016/j.tet.2009.10.012
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of thiols have been examined as protic nucleophiles for Michael-type additions to alpha,beta-unsaturated carbonyls as well as double nucleophilic condensations with aldehydes, ketones, and acetals catalyzed by amphoteric, water-tolerant vanadyl triflate under mild and neutral conditions. The newly developed C-S bond formation protocols were carried out smoothly in good to high yields in a highly chemoselective manner. (C) 2009 Elsevier Ltd. All rights reserved.
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页码：10470 / 10476
页数：7
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