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Synthesis of Phenylselenopyrans and Lactones from Allylic Alcohols and Acids via Baylis‐Hillman Reaction
Author(s) -
Reddy Thatikonda Narendar,
Swetha Chanda,
Ramesh Perla,
Sridhar Balasubramanian,
Jayathirtha Rao Vaidya
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201701785
Subject(s) - allylic rearrangement , chemistry , baylis–hillman reaction , bromide , organic chemistry , chloride , lactone , catalysis
A convenient, fast and high‐yielding strategy for the synthesis of phenylselenopyran and lactone derivatives from unsaturated alcohols and acids has been developed using Baylis‐Hillman acetates and phenylselenyl chloride, a procedure accompanied by the incorporation of the PhSe group into the organic framework. Furthermore, we describe an efficient modified protocol for the allylation of Baylis‐Hillman acetates using allylzinc bromide in fine yields and proceeds well in the absence of the external additive.