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Cooperative Palladium and Copper Catalysis: One‐pot Synthesis of Diamino‐Substituted Naphthalenes from Aryl Halides, 1,4‐Bis(trimethylsilyl)butadiyne and Amines
Author(s) -
Li Yuan,
Qiu Shaozhong,
Fan Ling,
Yin Guodong
Publication year - 2020
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201901745
Subject(s) - xantphos , chemistry , aryl , hydroamination , palladium , catalysis , naphthalene , trimethylsilyl , medicinal chemistry , sonogashira coupling , halide , combinatorial chemistry , copper , polymer chemistry , organic chemistry , alkyl
A one‐pot method for the preparation of diamino‐substituted naphthalene derivatives from easily available starting materials aryl halides, 1,4‐bis(trimethylsilyl)butadiyne and amines is developed. Two C−N bonds, three C−C bonds and one aromatic ring are formed in this domino process. This transformation is achieved by the cooperative catalysis of Pd(OAc) 2 , Cu(Xantphos)I and Cu(OTf) 2 . A possible double Sonogashira coupling/hydroamination/ benzannulation reaction route is proposed.