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DBU‐Mediated Intermolecular 5‐exo‐dig Cyclization of PropargylAlcohols and Carbon Disulfide to [1,3]‐Oxathiole‐2‐thiones
Author(s) -
Savarimuthu Sebastian Antony,
Prakash Devarajan Gnanaprakasi Leo,
Thomas Selvaraj Augustine,
Gandhi Thirumanavelan
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201802731
Subject(s) - carbon disulfide , propargyl , electrophile , nucleophile , chemistry , intermolecular force , functional group , combinatorial chemistry , carbon atom , dig , disulfide bond , carbon fibers , organic chemistry , molecule , catalysis , computer science , ring (chemistry) , algorithm , biochemistry , computer security , polymer , composite number
5‐ exo ‐dig is a versatile Baldwin tool to predict and make useful heterocyclic compounds from nucleophiles and electrophiles. In order to aid this, a novel metal‐free method is proposed to produce [1,3]‐oxathiole‐2‐thiones from a readily synthesized propargyl alcohols and easily accessible carbon disulfide, where both secondary and primary propargyl alcohols are compatible to this methodology. This procedure is simple, versatile, atom economy and functional group tolerance resulting in moderate to excellent yields. Finally, the process was screened on different mode of reaction operation.