一条通往具有空间位阻的、与苯稠合的、天然存在的具有特权的六氢吡咯并[1,2-]异喹啉衍生物的快速合成路线。
A speedy route to sterically encumbered, benzene-fused derivatives of privileged, naturally occurring hexahydropyrrolo[1,2-]isoquinoline.
作者信息
Bakulina Olga, Ivanov Alexander, Suslonov Vitalii, Dar'in Dmitry, Krasavin Mikhail
机构信息
Institute of Chemistry, Saint Petersburg State University, 26 Universitetsky prospekt, Peterhof 198504, Russia.
出版信息
Beilstein J Org Chem. 2017 Jul 18;13:1413-1424. doi: 10.3762/bjoc.13.138. eCollection 2017.
Abstract
A series of 15 benzene-fused hexahydropyrrolo[1,2-]isoquinolonic acids with substantial degree of steric encumbrance has been prepared via a novel variant of the Castagnoli-Cushman reaction of homophthalic anhydride (HPA) and various indolenines. The employment of a special kind of a cyclic imine component reaction allowed, for the first time, isolating a Mannich-type adduct between HPA and an imine component which has been postulated but never obtained in similar reactions.
摘要
通过邻苯二甲酸酐（HPA）与各种吲哚烯的Castagnoli-Cushman反应的一种新变体，制备了一系列15种具有高度空间位阻的苯并稠合六氢吡咯并[1,2 -]异喹啉酮酸。使用一种特殊的环状亚胺组分反应首次分离出HPA与亚胺组分之间的曼尼希型加合物，该加合物在类似反应中曾被推测但从未得到过。
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