Year: 2020
Type: article
Abstract: Orthoesters have occupied an important niche in heterocycle synthesis since the mid-20 th century.They have found wide application in the synthesis of five-and six-membered nitrogen-, oxygen-and sulfur-containing rings from precursors having an acyclic 1,3-or 1,4-arrangement of heteroatoms.Since orthoesters incorporate three geminal alkoxy groups on the central carbon, all of which can be lost, the central carbon of the orthoester [RC(OR) 3 ] is a synthetic equivalent for "RC 3+ " and can be introduced between the two heteroatoms by means of neutral or acid-catalyzed condensative processes.The current review surveys the literature on the use of orthoesters in heterocycle synthesis and presents numerous examples with mechanisms.
Source: ARKIVOC
Author: Richard A. Bunce
Institution: Oklahoma State University
Language: Dutch
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: diamond
OpenAlex ID: W3092948554