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Synthesis of Acrylonitriles via Mild Base Promoted Tandem Nucleophilic Substitution‐Isomerization of α‐Cyanohydrin Methanesulfonates
Author(s) -
Liu Shiwen,
Meng Lingling,
Zeng Xiaojun,
Hammond Gerald B.,
Xu Bo
Publication year - 2021
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202000579
Subject(s) - chemistry , isomerization , tandem , nucleophile , nucleophilic substitution , combinatorial chemistry , cyanohydrin , base (topology) , medicinal chemistry , stereochemistry , organic chemistry , catalysis , mathematical analysis , materials science , mathematics , composite material
Main observation and conclusion We have developed an efficient synthesis of acrylonitriles via mild base promoted tandem nucleophilic substitution‐isomerization of α‐cyanohydrin methanesulfonates with alkenylboronic acids. This transition metal‐free protocol works under simple and mild conditions and offers good chemical yields for a wide range of substrates and demonstrates good functional group tolerance.