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Pd‐Catalyzed Selective Carbonylation of gem ‐Difluoroalkenes: A Practical Synthesis of Difluoromethylated Esters
Author(s) -
Liu Jiawang,
Yang Ji,
Ferretti Francesco,
Jackstell Ralf,
Beller Matthias
Publication year - 2019
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.201813801
Subject(s) - carbonylation , catalysis , benzene , chemistry , combinatorial chemistry , benzene derivatives , organic chemistry , chemical synthesis , in vitro , biochemistry , carbon monoxide
Abstract The first catalyst for the alkoxycarbonylation of gem ‐difluoroalkenes is described. This novel catalytic transformation proceeds in the presence of Pd(acac) 2 /1,2‐bis((di‐ tert ‐butylphosphan‐yl)methyl)benzene (btbpx) ( L4 ) and allows for an efficient and straightforward access to a range of difluoromethylated esters in high yields and regioselectivities. The synthetic utility of the protocol is showcased in the practical synthesis of a Cyclandelate analogue using this methodology as the key step.