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Copper(II)‐Mediated Intermolecular Radical [3+2]‐Annulation of N , N ‐Dimethyl Enaminones: Direct Access to 5‐Acyl‐3‐Furancarboxaldehydes
Author(s) -
Zhang Biao,
Zhou Pan,
Xu Hui,
Huang Jiuzhong,
Sun Yulin,
Liu Donghan,
Yu Fuchao
Publication year - 2021
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.202100633
Subject(s) - chemistry , annulation , intermolecular force , copper , nucleophile , medicinal chemistry , radical , stereochemistry , combinatorial chemistry , photochemistry , catalysis , organic chemistry , molecule
Copper(II)‐mediated unprecedented intermolecular radical [3+2] annulation of N , N ‐dimethyl enaminones has been developed. The protocol is promoted simply by copper(II) chloride to access 5‐acyl‐3‐furancarboxaldehydes with acceptable to good yields and broad substrate scope. This reaction allows the formation of multiple new bonds, including C( sp 2 )−O bond between two nucleophilic sites, C( sp 2 )−C( sp 2 ) bond and C=O bond, through a radical cyclization process. Moreover, gram‐synthesis and application research show the potential application value of this transformation in industry.