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Synthesis 2009(10): 1732-1738  
DOI: 10.1055/s-0029-1216644
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Catalyst-Free and Base-Free Water-Promoted SNAr Reaction of Heteroaryl Halides with Thiols

B. Sreedhar*, P. Surendra Reddy, M. Amarnath Reddy
Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Hyderabad 500007, India
Fax: +91(40)27160921; e-Mail: sreedharb@iict.res.in;
Further Information

Publication History

Received 12 January 2009
Publication Date:
14 April 2009 (online)

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Abstract

A simple and efficient route for the synthesis of biaryl sulfides have been developed in aqueous medium under base- and catalyst-free conditions. A wide variety of heteroaryl halides and thiols underwent SNAr reaction to provide diaryl sulfides in good to excellent yields. The remarkable key features of the reaction include the use of water as an inexpensive and environmentally benign reaction medium, absence of any additional reagent or catalyst, and easy isolation of the products.

Key words

heteroaryl halides - thiophenol - SNAr reaction - water - 2-thiopyridines

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