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Potassium‐Zincate‐Catalyzed Benzylic C−H Bond Addition of Diarylmethanes to Styrenes
Author(s) -
Liu YuFeng,
Zhai DanDan,
Zhang XiangYu,
Guan BingTao
Publication year - 2018
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.201713165
Subject(s) - zincate , chemoselectivity , catalysis , chemistry , amide , zinc , potassium , atom economy , combinatorial chemistry , stoichiometry , medicinal chemistry , organic chemistry , polymer chemistry
Direct functionalization of the benzylic C−H bond of diarylmethanes is an important strategy for the synthesis of diarylmethine‐containing compounds. However, the methods developed to date for this purpose require a stoichiometric amount (usually more) of either a strong base or an oxidant. Reported here is the first catalytic benzylic C−H bond addition of diarylmethanes to styrenes and conjugated dienes. A potassium zincate complex, generated from potassium benzyl and zinc amide, acts as a catalyst and displays good activity and chemoselectivity. Considering the atom economy of the reaction and the ready availability of the catalyst, this reaction constitutes a practical, efficient method for diarylalkane synthesis.