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Facile One‐Pot Synthesis of Monosubstituted 1‐Aryl‐1 H ‐1,2,3‐triazoles from Arylboronic Acids and Prop‐2‐ynoic Acid (=Propiolic Acid) or Calcium Acetylide (=Calcium Carbide) as Acetylene Source
Author(s) -
Yang Qing,
Jiang Yubo,
Kuang Chunxiang
Publication year - 2012
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201100256
Subject(s) - acetylide , chemistry , calcium carbide , aryl , moiety , acetylene , calcium , regioselectivity , combinatorial chemistry , organic chemistry , medicinal chemistry , catalysis , alkyl
The synthesis of monosubstituted 1‐aryl‐1 H ‐1,2,3‐triazoles was achieved in a one‐pot reaction from arylboronic acids and prop‐2‐ynoic acid or calcium acetylide (=calcium carbide), respectively, as a source of acetylene, with yields ranging from moderate to excellent ( Scheme 1, Table 2 ). The reaction conditions were successfully applied to arylboronic acids, including analogs with various functionalities. Unexpectedly, the 1,2,3‐triazole moiety promoted a regioselective hydrodebromination ( Scheme 2 ).