Domino Synthesis of Thiochromenes through Cu-Catalyzed Incorporation of Sulfur Using Xanthate Surrogate

被引：30

作者：

Muthupandi, Pandi ^{[1
]}

Sundaravelu, Nallappan ^{[1
]}

Sekar, Govindasamy ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Madras 600036, Tamil Nadu, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 04期

关键词：

MICHAEL-ALDOL REACTIONS; ONE-POT SYNTHESIS; BOND FORMATION; RECEPTOR; ANALOGS; BENZOTHIAZOLES; SELECTIVITY; CYCLIZATION; INHIBITORS;

D O I：

10.1021/acs.joc.6b02740

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient domino reaction has been developed for the synthesis of thiochromenes through Cu-catalyzed in situ incorporation of sulfur. This domino method avoids the use of less accessible and unpleasant arenethiols as starting materials, instead utilizes very stable aryl halides along with potassium ethyl xanthate as an odorless sulfur surrogate. The domino methodology proceeds through C-(aryl)-S coupling, thioester cleavage, sulfa-Michael addition, aldol reaction, and elimination reaction sequences to provide thiochromenes in good yields

引用

页码：1936 / 1942

页数：7

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