NEW BUILDING-BLOCKS, 3,5-DIHYDRO-1H-THIENO[3,4-C]PYRROLE 2,2-DIOXIDES - PREPARATION AND THEIR DIELS-ALDER REACTION WITH DIMETHYL ACETYLENEDICARBOXYLATE

被引：31

作者：

ANDO, K ^{[1
]}

KANKAKE, M ^{[1
]}

SUZUKI, T ^{[1
]}

TAKAYAMA, H ^{[1
]}

机构：

[1] TEIKYO UNIV,FAC PHARMACEUT SCI,SAGAMIKO,KANAGAWA 19901,JAPAN

来源：

TETRAHEDRON | 1995年 / 51卷 / 01期

关键词：

D O I：

10.1016/0040-4020(94)00968-Z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New building blocks, 3,5-dihydro-1H-thieno[3,4-c]pyrrole 2,2-dioxides 3, have been prepared by the oxidation of their corresponding pyrroline derivatives 4 with DDQ or Chemical MnO2. The Diels-Alder reaction of 3 with dimethyl acetylenedicarboxylate gave new types of compounds: 7aza-2,3-dimethylenenorbornenes A, the 1:2 adducts B, 1a,3a,6,9-tetrahydrobenz[g]indoles C, and dihydroindolosulfolene D depending on the reaction conditions and the N-substituents. The reaction of 3 with bis(tert-butylsulfonyl)acetylene was also described.

引用

页码：129 / 138

页数：10

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