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NiH‐Catalyzed Reductive Relay Hydroalkylation: A Strategy for the Remote C(sp 3 )−H Alkylation of Alkenes
Author(s) -
Zhou Fang,
Zhu Jin,
Zhang Yao,
Zhu Shaolin
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201712731
Subject(s) - alkylation , halide , catalysis , chemistry , alkyl , combinatorial chemistry , organic chemistry , medicinal chemistry
The terminal‐selective, remote C(sp 3 )−H alkylation of alkenes was achieved by a relay process combining NiH‐catalyzed hydrometalation, chain walking, and alkylation. This method enables the construction of unfunctionalized C(sp 3 )−C(sp 3 ) bonds under mild conditions from two simple feedstock chemicals, namely olefins and alkyl halides. The practical value of this transformation is further demonstrated by the large‐scale and regioconvergent alkylation of isomeric mixtures of olefins at low catalyst loadings.