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Phosphine‐Catalyzed [3+2] or [4+2] Cycloaddition/S N 2 Substitution Domino Reaction of ortho ‐Aminotrifluoroaceto‐ phenone Derivatives with Hex‐3‐yn‐2‐one: Preparation of Functionalized 1‐Benzazepine Compounds
Author(s) -
Sun YaoLiang,
Wei Yin,
Shi Min
Publication year - 2017
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.201700778
Subject(s) - chemistry , cycloaddition , domino , phosphine , catalysis , cascade reaction , substitution (logic) , medicinal chemistry , ring (chemistry) , reaction conditions , combinatorial chemistry , organic chemistry , stereochemistry , computer science , programming language
In this paper, we disclose a novel strategy for the phosphine‐catalyzed cycloaddition/S N 2 substitution domino reaction, giving functionalized O‐bridged benzoazepine and benzoxazepine derivatives in moderate to good yields. Changing the N–H protecting group of ortho ‐aminotrifluoroacetophenone derivatives gave different bridged‐ring products in one step.