Cyanuric Chloride: an Efficient Catalyst for Ring Opening of Epoxides with Thiols Under Solvent-Free Conditions

Abstract

2,4,6-Trichloro-1,3,5-triazine-catalyzed convenient and efficient ring opening of epoxides with thiols under solvent-free conditions is described. Short reaction time, mild reaction conditions, inexpensive and readily available catalyst, and excellent yields of products are attractive features of this methodology.

Organocatalytic Carbon–Sulfur Bond-Forming Reactions

“…Bandgar and co-workers developed 2,4,6-trichloro-1,3,5-triazine XC as an efficient catalyst for the ring-opening of epoxides with thiols under solvent-free conditions (Table , entry 8) . Using 2 mol % of catalyst, the corresponding β-hydroxy sulfides were synthesized in excellent yields (95%-quant.)…”

A mild and general method for preparation of α-glycosyl chlorides

“…[1][2][3][4][5][6][7] As for example, TCT and DMF (TCT-DMF adduct) have been used for chlorination of aliphatic alcohols, 8 but there have not been any elaborative studies about using such TCT-DMF adduct for chlorination of glycosyl substrates.…”

Synthesis of β-amino alcohols by ring opening of epoxides with amines catalyzed by cyanuric chloride under mild and solvent-free conditions

“…Recent results from our laboratory had shown that simple and readily available cyanuric chloride can assist some important organic reactions (33,34). In continuation to our ongoing program, we would like to report a mild, practical, and efficient method for the opening of epoxides with substituted amines using catalytic amounts of cyanuric chloride under solvent-free conditions (Scheme 1).…”