Premium
An Efficient Copper‐catalyzed Nucleophilic Addition to N ‐Acyliminium Ions Derived from N ‐Benzyloxycarbonylamino Sulfones: A Novel Approach to C‐3 Functionalization of 2‐Phenylimidazo[1,2‐ a ]pyridine
Author(s) -
Park Hyeong Jin,
Jun JongGab
Publication year - 2017
Publication title -
bulletin of the korean chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.237
H-Index - 59
ISSN - 1229-5949
DOI - 10.1002/bkcs.11228
Subject(s) - pyridine , surface modification , chemistry , catalysis , nucleophile , dimethyl sulfoxide , combinatorial chemistry , solvent , copper , sulfoxide , ion , polymer chemistry , organic chemistry , medicinal chemistry
A general and efficient method for C‐3 functionalization of 2‐phenylimidazo[1,2‐ a ]pyridine has been developed. The reaction employs Cu(OTf) 2 as a catalyst at 10 mol% loading, proceeds in dimethyl sulfoxide solvent, and utilizes bench‐stable solid N ‐benzyloxycarbonylamino sulfones derived from aromatic and aliphatic aldehydes as N ‐acyliminium ion precursors. The imidazo[1,2‐ a ]pyridine products are obtained in moderate to good yields.