SYNTHESIS AND REACTIONS OF 1,3,4,6-TETRA-2-THIENYLTHIENO[3,4-C]THIOPHENE

被引:54
作者
ISHII, A [1 ]
NAKAYAMA, J [1 ]
KAZAMI, J [1 ]
IDA, Y [1 ]
NAKAMURA, T [1 ]
HOSHINO, M [1 ]
机构
[1] SAITAMA UNIV,FAC SCI,DEPT CHEM,URAWA,SAITAMA 338,JAPAN
关键词
D O I
10.1021/jo00001a018
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,3,4,6-Tetra-2-thienylthieno[3,4-c]thiophene (1f) was synthesized from di-2-thenoylmethane after five steps. The cycloaddition reaction of 1f with N-phenylmaleimide yielded a pair of exo (major) and endo (minor) adducts 7 and 8, whose structures were assigned on the basis of the difference in the reactivity toward m-chloroperbenzoic acid. The reaction of 1f with phenyl vinyl sulfoxide, dimethyl acetylenedicarboxylate, and di-2-thenoylacetylene gave benzo[c]thiophene derivatives 13, 15, and 16, respectively.
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页码:78 / 82
页数:5
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