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Exploring the Reactivity of Propargylic Ester: Acyloxy and Acyl Migratory Rearrangement Relay Enabled by Formal Double Isocyanide Insertion
Author(s) -
Fei Youwen,
Hu Jie,
Wang Zhishuang,
Cui Lei,
Jia Xueshun,
Li Chunju,
Li Jian
Publication year - 2021
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.202001577
Subject(s) - chemistry , isocyanide , intermolecular force , reactivity (psychology) , migratory insertion , stereochemistry , double bond , medicinal chemistry , molecule , polymer chemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology
A rearrangement of propargylic pivalate with isocyanide under transition metal‐free conditions is disclosed. Intermolecular 1,3‐acyloxy and acyl migration enables the rapid formation of a C( sp 2 )−C( sp 3 ) bond from a C−O bond and the synthesis of polysubstituted 5‐iminopyrrolones.