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Synthesis of fragrant heterocyclic thioketo analogues of jasmone under microwave conditions
Author(s) -
Pawełczyk Anna,
Zaprutko Lucjusz
Publication year - 2011
Publication title -
flavour and fragrance journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.393
H-Index - 70
eISSN - 1099-1026
pISSN - 0882-5734
DOI - 10.1002/ffj.2023
Subject(s) - chemistry , reagent , solvent , yield (engineering) , organic chemistry , metallurgy , materials science
Abstract Rapid, solvent‐free and cleaner conversions of fragrant heteroketones, heterocyclic analogues of natural jasmone, to the corresponding thioanalogues were described. Obtained structures of thioketohetero derivatives are based on pyrrolidinone, oxazolidinone and thiazolidinone systems with saturated and 2‐double or 2‐triple unsaturated five‐carbon side chain. Thionations were performed by the use of Lawesson's reagent without any solvent or solid support under microwave conditions with good yield. Odour evaluation and relationships between their chemical structure and osmic properties for all synthesized fragrant compounds have been studied. It has been shown that the majority of them have exhibited interesting, very intensive, durable and fixative fragrant properties. Copyright © 2010 John Wiley & Sons, Ltd.