Gold-Catalyzed Atom-Economic Synthesis of Sulfone-Containing Pyrrolo[2,1-a]isoquinolines from Diynamides: Evidence for Consecutive Sulfonyl Migration

Gold-Catalyzed Atom-Economic Synthesis of Sulfone-Containing Pyrrolo[2,1-a]isoquinolines from Diynamides: Evidence for Consecutive Sulfonyl Migration
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金催化从二炔酰胺原子经济合成含砜吡咯并[2,1-a]异喹啉:连续磺酰迁移的证据

DOI:
10.1021/acscatal.8b04934
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发表时间:
2019-03-01
期刊:
影响因子:
12.9
通讯作者:
Huang, Xueliang
Huang, Xueliang
中科院分区:
化学1区
文献类型:
--
作者:
Liu, Jibing;Chakraborty, Pushkin;Huang, Xueliang

文献摘要

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研究了金催化的共轭双酰亚胺的级联反应。通过这种方法,以原子经济的方式制备了一系列具有片螺素生物碱核心结构基序的含砜吡咯并[2,1-a]异喹啉类化合物。包括DFT计算在内的机理研究揭示了磺酰基连续1,2-迁移形成吡咯环。
A gold-catalyzed cascade reaction of conjugated diynamides has been developed. In this way, a series of sulfone-containing pyrrolo[2,1-a]isoquinolines featuring the core structural motifs of lamellarin alkaloids were prepared atom economically. Mechanistic studies including DFT calculations uncovered a consecutive 1,2-migration of the sulfonyl group for the formation of a pyrrole ring.