Intermolecular Pummerer Coupling with Carbon Nucleophiles in Non‐Electrophilic Media | Zendy

Colas Kilian | Zendy; MartínMontero Raúl | Zendy; Mendoza Abraham | Zendy

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Intermolecular Pummerer Coupling with Carbon Nucleophiles in Non‐Electrophilic Media

Author(s) -

Colas Kilian,

MartínMontero Raúl,

Mendoza Abraham

Publication year - 2017

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201709715

Subject(s) - nucleophile , electrophile , chemistry , pummerer rearrangement , intermolecular force , sulfur , computational chemistry , coupling (piping) , organic chemistry , combinatorial chemistry , molecule , catalysis , materials science , acetic anhydride , metallurgy

A new Pummerer‐type C−C coupling protocol is introduced based on turbo‐organomagnesium amides, which unlike traditional Pummerer reactions, does not require strong electrophilic activators, engages a broad range of C(sp 3 )‐, C(sp 2 )‐, and C(sp)‐nucleophiles, and seamlessly integrates with C−H and C−X magnesiation. Given the central character of sulfur compounds in organic chemistry, this protocol allows access to unrelated carbonyls, olefins, organometallics, halides, and boronic esters through a single strategy.

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