One-pot Tandem Reactions for Direct Conversion of Thiols and Disulfides to Sulfonic Esters, Alcohols to Bis(indolyl)methanes and Synthesis of Pyrroles Catalyzed by N-Chloro Reagents

Title:One-pot Tandem Reactions for Direct Conversion of Thiols and Disulfides to Sulfonic Esters, Alcohols to Bis(indolyl)methanes and Synthesis of Pyrroles Catalyzed by N-Chloro Reagents

Volume: 10 Issue: 2

Author(s): Hojat Veisi, Meral Ataee, Leila Fatolahi and Shahram Lotfi

Affiliation:

Keywords: Thiols, sulfonic esters, Bis(indolyl)methanes, pyrroles, N-Chloro regents

Abstract: A convenient synthesis of sulfonic esters from thiols and disulfides has been described. In situ preparation of sulfonyl chlorides from thiols is accomplished by oxidation with Chloramin-T, tetra-butylammonium chloride (t-Bu₄NCl) and water. The sulfonyl chlorides are then further allowed to react with phenol derivatives in the same reaction vessel. Also, a facile synthesis of bis(indolyl)methanes from alcohols using TCCA/KBr/wet-SiO₂, and N-substituted pyrroles by reaction of hexane- 2,5-dione with primary amines has been accomplished under mild condition with excellent yields.

Cite this article as:

Veisi Hojat, Ataee Meral, Fatolahi Leila and Lotfi Shahram, One-pot Tandem Reactions for Direct Conversion of Thiols and Disulfides to Sulfonic Esters, Alcohols to Bis(indolyl)methanes and Synthesis of Pyrroles Catalyzed by N-Chloro Reagents, Letters in Organic Chemistry 2013; 10 (2) . https://dx.doi.org/10.2174/1570178611310020008