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Identifying a Highly Active Copper Catalyst for KA 2 Reaction of Aromatic Ketones
Author(s) -
Cai Yujuan,
Tang Xinjun,
Ma Shengming
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201504823
Subject(s) - catalysis , copper , chemistry , radiochemistry , organic chemistry
The well‐established A 3 coupling reaction of terminal alkynes, aldehydes, and amines provides the most straightforward approach to propargylic amines. However, the related reaction of ketones, especially aromatic ketones, is still a significant challenge. A highly efficient catalytic protocol has been developed for the coupling of aromatic ketones with amines and terminal alkynes, in which Cu I , generated in situ from the reduction of CuBr 2 with sodium ascorbate, has been identified as the highly efficient catalyst. Since propargylic amines are versatile synthetic intermediates and important units in pharmaceutical products, such an advance will greatly stimulate research interest involving the previously unavailable propargylic amines.