CYCLOADDITION REACTIONS OF 2H-BENZO[B]THIETE AND COMPOUNDS WITH CUMULATED DOUBLE-BONDS

被引：12
|
作者：
GROSCHL, D
NIEDERMANN, HP
MEIER, H
机构：
[1] UNIV MAINZ,INST ORGAN CHEM,JJ BECHERWEG 18-22,D-55099 MAINZ,GERMANY
[2] CYANAMID FORSCH GMBH,D-55270 SCHWABENHEIM,GERMANY
来源：
CHEMISCHE BERICHTE | 1994年 / 127卷 / 05期
关键词：
HETERO-DIELS-ALDER REACTIONS; CHEMOSELECTIVITY; REGIOSELECTIVITY; STEREOSELECTIVITY;
D O I：
10.1002/cber.19941270525
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
o-Thiobenzoquinone methide (2), generated by thermal ring opening of 2H-benzo[b]thiete (1), reacts with allene 3, ketene imine 7, the carbodiiniides 9a-c, and the N-sulfinylamines 11a-c in highly specific [8pi + 2pi] cycloaddition processes to form novel types of heterocyclic systems 4, 8, 10a-c, and 12a-c with exocyclic double bonds. The 1:1 adduct 4 can add a further molecule of allene to yield the spiro compounds 5 and 6.
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页码：955 / 958
页数：4
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