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Regioselective Radical Ring Closure of Tertiary Enamides to the Synthesis of Trifluoroethyl‐containing N ‐Acyl Isoindoline and N ‐Acyl Tetrahydroisoquinoline Derivatives
Author(s) -
Yu Hui,
Jiao Mingdong,
Fang Xiaowei,
Xuan Pengfei
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.201800686
Subject(s) - chemistry , isoindoline , regioselectivity , azepine , ring (chemistry) , acyl group , acylation , stereochemistry , medicinal chemistry , group (periodic table) , organic chemistry , catalysis
Abstract The regioselectivity of radical addition and cyclization reaction of tertiary enamides between 5‐membered benzoyl group and 5/6/7‐membered benzyl group ring closure was investigated, and trifluoroethyl ‐containing N ‐Acyl isoindolines, N ‐acyl tetrahydro‐isoquinolines, and N ‐benzoyl tetrahydro‐1 H ‐benzo[c]azepine were obtained in moderate to good yields with high atom economy. Possible reaction pathway for the formation of the products was also discussed in this paper.