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Development of a Novel Three‐step Sonogashira Cross Coupling/Deacetonation/Cycloaddition Protocol for the Synthesis of 4‐aryl‐1,2,3‐triazoles Using 2‐methyl‐3‐butyn‐2‐ol as a Versatile Acetylene Surrogate
Author(s) -
Silva Everton M.,
Albuquerque Danilo Yano,
ZukermanSchpector Julio,
Schwab Ricardo S.
Publication year - 2021
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202100086
Subject(s) - sonogashira coupling , chemistry , cycloaddition , aryl , acetylene , combinatorial chemistry , solvent , sequence (biology) , organic chemistry , palladium , catalysis , alkyl , biochemistry
A practical, and efficient microwave‐assisted, three‐step Sonogashira cross‐coupling/Deacetonation/Cycloaddition sequence has been developed for the synthesis of a variety of 4‐aryl‐1,2,3‐triazoles from readily available starting materials. The important features of this synthetic sequence include the use of inexpensive 2‐methyl‐3‐butyn‐2‐ol as an acetylene surrogate, 2‐Me‐THF as a bio‐based solvent, short reaction time, good yields, avoiding the isolation of volatile terminal alkynes.