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Intermolecular Electrophilic Bromoesterification and Bromoetherification of Unactivated Cyclopropanes
Author(s) -
Leung Vincent MingYau,
Gieuw Matthew H.,
Ke Zhihai,
Yeung YingYeung
Publication year - 2020
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.201901665
Subject(s) - chemistry , synthon , electrophile , cyclopropane , regioselectivity , ring (chemistry) , intermolecular force , organic synthesis , halogenation , combinatorial chemistry , organic chemistry , acceptor , catalysis , molecule , physics , condensed matter physics
Abstract 1,3‐difunctionalization of cyclopropane is an useful organic transformation. The corresponding 1,3‐difunctionalized products are synthetic synthons and building blocks in many organic syntheses. Many existing ring‐opening difunctionalization methodologies rely primarily on the use of donor−acceptor cyclopropanes, while the difunctionalization of unactivated cyclopropanes is less exploited. In this research, 1,3‐bromoesterification and 1,3‐bromoetherification of unactivated cyclopropanes were successfully achieved using N ‐bromosuccinimide as the brominating agent with high yields and regioselectivity.