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Diastereoselective Synthesis of Substituted Tetrahydroisoquinolines and Isoindolines via a Silver(I) Triflate‐Promoted Tandem Reaction
Author(s) -
Xing Siyang,
Ren Jing,
Wang Kui,
Cui Hong,
Yan Han,
Li Wenrui
Publication year - 2016
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.201500903
Subject(s) - chemistry , trifluoromethanesulfonate , tandem , nucleophile , cascade reaction , alkyl , combinatorial chemistry , ring (chemistry) , reaction conditions , organic chemistry , medicinal chemistry , catalysis , materials science , composite material
A new silver(I) triflate‐promoted tandem reaction comprising the ring opening of aziridines and a Michael reaction has been developed. Using secondary amines or primary amines as nucleophiles, this methodology allows for the synthesis of cis ‐1‐alkyl‐4‐aminotetrahydroisoquinolines or cis ‐1,3‐disubstituted isoindolines in good yields with excellent diastereoselectivities, respectively. Besides, easy operation and mild reaction conditions are also notable features of this tandem reaction.