Synthesis of Phenylselenopyrans and Lactones from Allylic Alcohols and Acids via Baylis‐Hillman Reaction. Issue 27 (21st September 2017)

• Record Type: Journal Article
• Authors: Reddy, Thatikonda Narendar; Swetha, Chanda; Ramesh, Perla; Sridhar, Balasubramanian; Jayathirtha Rao, Vaidya
• Is Part Of: ChemistrySelect. Volume 2:Issue 27(2017)
• Page Start: 8402
• Page End: 8407
• Publication Date: 2017-09-21
• Subjects: Baylis-Hillman Reaction -- Phenylselenolactone -- Phenylselenopyran -- Phenylselenyl chloride -- Pyran derivatives; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201701785
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: 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. Abstract : Introduced selenium based and facile method for the construction of O‐heterocycles by cyclization of unsaturated hydroxy and unsaturated carboxylic acid compounds derived from Baylis‐Hillman reaction, a procedure accompanied by the incorporation of the PhSe group into the organic framework and leading to the phenylselenopyrans and lactones, respectively.