Zinc-Mediated Tandem-One-Pot Facile Synthesis of 1-(Arylsulfonyl) Aryl/Heteryl Methanes: A Case of C‒S Bond Formation

Abstract

Reaction of arylmethyl/heteryl methyl zinc chloride (generated in situ from aryl methyl and heteryl methyl chloride and zinc metal) with aryl sulfonyl chlorides in tetrahydrofuran (THF) under mild conditions (i.e., at room temperature) furnishes the corresponding 1-(aryl sulfonyl)aryl/heteryl methanes in good yields.

Keywords:

• Aryl sulfonyl chloride
• 2-(α-chloroalkyl)benzimidazoles
• KI
• one pot
• zinc

ACKNOWLEDGMENTS

The authors are highly indebted to the Council of Scientific and Industrial Research, government of India, New Delhi, for financial support (senior research fellowship to Mr. K. Srinivas). They are also thankful to the authorities of Jawaharlal Nehru Technological University Hyderabad for providing laboratory facilities.

Notes

^a All the reactions were performed in THF at the indicated temperature for the indicated time.

^#We observed the formation of product in this case taking place in 3.0 h when KI is used during the formation of zinc complex.