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Three‐Component Reaction of an Isocyanide and a Dialkyl Acetylenedicarboxylate with a Phenacyl Halide in the Presence of Water: An Efficient Method for the One‐Pot Synthesis of γ ‐Iminolactone Derivatives
Author(s) -
Ramazani Ali,
Rezaei Aram,
Mahyari Amir Tofangchi,
Rouhani Morteza,
Khoobi Mehdi
Publication year - 2010
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.201000057
Subject(s) - chemistry , phenacyl , acetylenedicarboxylate , isocyanide , halide , zwitterion , phenacyl bromide , alkyl , dimethyl acetylenedicarboxylate , component (thermodynamics) , organic chemistry , medicinal chemistry , catalysis , molecule , cycloaddition , physics , thermodynamics
The zwitterion, formed from the reaction of an alkyl isocyanide and a dialkyl acetylenedicarboxylate, reacts with phenacyl halides in H 2 O to produce γ ‐iminolactone derivatives in high yields. H 2 O helps to avoid the use of highly toxic and environmentally unfavorable solvents for this conversion.