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New building blocks, 3,5-dihydro-1H-thieno[3,4-c]pyrrole 2,2-dioxides; Preparation and their Diels-Alder reaction with dimethyl acetylenedicarboxylate
Tetrahedron ( IF 2.1 ) Pub Date : 2 January 1995 , DOI: 10.1016/0040-4020(94)00968-z
Kaori Ando , Mutsuo Kankake , Takayoshi Suzuki , Hiroaki Takayama

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 compunds: 7-aza-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.

中文翻译:

新的结构单元,3,5-二氢-1 H-噻吩并[3,4- c ]吡咯2,2-二氧化物;炔二羧酸二甲酯的制备及其Diels-Alder反应

通过用DDQ或化学MnO 2氧化相应的吡咯啉衍生物4,可以制备新的结构单元3,5-二氢-1 H-噻吩并[3,4- c ]吡咯2,2-二氧化物33与乙酰二羧酸二甲酯的Diels-Alder反应产生了新的化合物:7-氮杂-2,3-二亚甲基降冰片烯A,1:2加合物B,1a,3a,6,9-四氢苯并[ g ]吲哚C和dihydroindolosulfolene d取决于反应条件和ñ -取代基。3与二(叔)的反应还描述了-丁基磺酰基)乙炔。
更新日期:2017-01-31
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