New addition reactions of organometal compounds with 4,4-dimethyl-1,3-thiazole-5(4H)-thiones

被引：6
|
作者：
Shi, JX [1 ]
Heimgartner, H [1 ]
机构：
[1] UNIV ZURICH,INST ORGAN CHEM,CH-8057 ZURICH,SWITZERLAND
来源：
HELVETICA CHIMICA ACTA | 1996年 / 79卷 / 02期
关键词：
D O I：
10.1002/hlca.19960790206
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Addition reactions of organometallic reagents with 4,4-disubstituted 1,3-thiazole-5(4H)-thiones were studied. Whereas the reactions with alkyllithium and alkyl Grignard reagents occurred in the thiophilic manner, the carbophilic addition was observed with allyllithium and allyl Grignard reagents. A radical reaction mechanism is proposed for rationalizing these observations (Scheme 5). A radical cyclization of the prepared 5-allyl-4,5-dihydro-1,3-thiazole-5-thiol derivatives yielded 1,6-dithia-3-azaspiro[4.4]non-2-enes (Table 4).
引用
收藏
页码：371 / 384
页数：14
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