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Mild and Robust Stille Reactions in Water using Parts Per Million Levels of a Triphenylphosphine‐Based Palladacycle
Author(s) -
Takale Balaram S.,
Thakore Ruchita R.,
Casotti Gianluca,
Li Xaiohan,
Gallou Fabrice,
Lipshutz Bruce H.
Publication year - 2021
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.202014141
Subject(s) - stille reaction , triphenylphosphine , aryl , halide , catalysis , chemistry , nanoreactor , aqueous medium , aqueous solution , organic chemistry , combinatorial chemistry , medicinal chemistry , alkyl
An inexpensive and new triphenylphosphine‐based palladacycle has been developed as a pre‐catalyst, leading to highly effective Stille cross‐coupling reactions in water under mild reaction conditions. Only 500–1000 ppm of Pd suffices for couplings involving a variety of aryl/heteroaryl halides with aryl/hetaryl stannanes. Several drug intermediates can be prepared using this catalyst in aqueous nanoreactors formed by 2 wt % Brij‐30 in water.