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Synthesis 2008(8): 1276-1282  
DOI: 10.1055/s-2008-1042949
PAPER
© Georg Thieme Verlag Stuttgart · New York

One-Pot Synthesis of 6-(Pyridyl)salicylates by Formal [3+3] Cyclizations of 1,3-Bis(silyl enol ethers) with 3-Pyridyl-3-silyloxy-2-en-1-ones

Mirza A. Yawera, Abdolmajid Riahia,b, Muhammad Adeela, Ibrar Hussaina, Christine Fischerb, Peter Langer*a,b
a Institut für Chemie, Universität Rostock, Albert Einstein Str. 3a, 18059 Rostock, Germany
b Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert Einstein Str. 29a, 18059 Rostock, Germany
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Publication History

Received 29 November 2007
Publication Date:
18 March 2008 (online)

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Abstract

6-(Pyridyl)salicylates were regioselectively prepared by formal [3+3] cyclization of 1,3-bis(silyl enol ethers) with 3-(pyridyl)-3-silyloxy-2-en-1-ones. These reactions represent what are, to the best of our knowledge, the first [3+3] cyclizations of 1,3-bis(silyl enol ethers) with heterocyclic substrates.

Key words

cyclizations - heterocycles - regioselectivity - pyridines - silyl enol ethers

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