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Copper‐Catalyzed One‐Pot Approach to α‐Aryl Amidines via Truce‐Smiles Rearrangement
Author(s) -
Huang Ying,
Yi Weiyin,
Sun Qihui,
Yi Fengping
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800490
Subject(s) - smiles rearrangement , chemistry , aryl , stoichiometry , sulfonyl , copper , catalysis , nmr spectra database , combinatorial chemistry , medicinal chemistry , polymer chemistry , spectral line , organic chemistry , alkyl , physics , astronomy
A copper‐catalyzed one‐pot approach to α‐aryl amidines from terminal alkynes, sulfonyl azides, and aryl sulfonamides via a Truce‐Smiles rearrangement under mild condition in good to excellent yields was reported for the first time. The formation of such aryl‐ sp 3 C−C bond previously could not be directly achieved by the common method. The stoichiometry of substrates played an important role in improving the yields of desired products. In addition, two sets of signals were observed in the 1 H NMR spectra of α‐aryl amidines and their possible cause was investigated by the control experiments as well.