Synthesis 2003(9): 1347-1356
DOI: 10.1055/s-2003-40204
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Highly Substituted Isoxazoles: The Baylis-Hillman Reaction of Substituted 4-Isoxazolecarbaldehydes and Attempted Cyclization to Isoxazole-Annulated Derivatives [1]

Amrendra K. Roy, Sanjay Batra*
Medicinal Chemistry Division, Central Drug Research Institute, PO Box 173, Lucknow-226001, India
Fax: +91(522)2223405; e-Mail: batra_san@yahoo.co.uk;
Further Information

Publication History

Received 18 March 2003
Publication Date:
24 June 2003 (online)

Abstract

In an attempt to understand the effect of position of the formyl group on the efficiency of Baylis-Hillman reaction within isoxazolecarbaldehydes, the reactions of substituted 4-isoxazolecarbaldehydes to obtain highly substituted isoxazoles are described. Attempts to obtain isoxazole-annulated derivatives from these Baylis-Hillman adducts involving SNR′-SNAr substitution strategy are also described.

1

CDRI Communication No. 6389.

1

CDRI Communication No. 6389.

10

Patra, A.; Batra, S.; Bhaduri, A. P.; Khanna, A. K.; Chander, R.; Dikshit, M. Bioorg. Med. Chem. 2003, 11, 2269; and references cited therein.