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

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

Journal Name: Letters in Organic Chemistry

Volume 10 , Issue 2 , 2013

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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.

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

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Article Details

VOLUME: 10
ISSUE: 2
Year: 2013
Page: [111 - 117]
Pages: 7
DOI: 10.2174/1570178611310020008
Price: $58

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