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Decarboxylative Synthesis of Functionalized Oxindoles via An Iron‐Initiated Radical Chain Process and Application in Constructing Diverse Fused‐Indoline Heterocycles
Author(s) -
Cui Zhihao,
Du DaMing
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700976
Subject(s) - indoline , chemistry , heteroatom , combinatorial chemistry , alkyl , radical , organic chemistry
Rapid construction of diverse fused‐indoline−heterocycle (FIH) frameworks including high‐value pyrroloindolines, furoindolines and thienoindolines in a two‐step sequence has been described. The key to success hinges on the adoption of peresters as α‐heteroatom alkyl radical precusors, which can smoothly react with N ‐arylacrylamides via a radical chain process initiated by inexpensive FeCl 2 ⋅4H 2 O to afford the functionalized oxindoles, the key intermediates to FIH skeletons. The approach features operationally‐simplicity, broad substrates scope and mild conditions.