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Synthesis 2010(21): 3731-3735  
DOI: 10.1055/s-0030-1258218
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© Georg Thieme Verlag Stuttgart ˙ New York

Friedel-Crafts Reactions of 2-Naphthol with α-Amido Sulfones and Conversion of the Products with Nucleophiles [¹]

Biswanath Das*, Cheruku Ravindra Reddy, Chava Sindhu, Chithaluri Sudhakar, Siddavatam Nagendra
Organic Chemistry Division-1, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Fax: +91(40)27193198; e-Mail: biswanathdas@yahoo.com;
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Publication History

Received 6 July 2010
Publication Date:
18 August 2010 (online)

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Abstract

2-Naphthol underwent Friedel-Crafts reaction with N-benzyloxycarbonylamino sulfones in the presence of InCl3 at room temperature to form the corresponding sulfonyl derivatives in high yields. The products were subsequently reacted with nucleophiles such as allyltributyltin and anisole to replace the sulfonyl group.

Key words

2-naphthol - α-amido sulfone - InCl3 - Friedel-Crafts reaction - nucleophile

1

Part 209 in the series ‘Studies on Novel Synthetic Methodologies’.

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1

Part 209 in the series ‘Studies on Novel Synthetic Methodologies’.