Journal
TETRAHEDRON
Volume 66, Issue 30, Pages 5612-5622Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.05.087
Keywords
Baylis-Hillman reaction; 3-(2-Hydroxyphenyl)indolin-2-ones; Polycyclic fused furans; Cyclic 1,2-diones; Cycloalk-2-enones
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Funding
- DST (New Delhi)
- CSIR (New Delhi)
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A facile one-pot synthesis of 3-(2-hydroxyphenyl)indolin-2-ones has been developed via the TiCl4-mediated Baylis-Hillman (B-H) reaction of N-substituted isatins and cyclohex-2-enone, followed by treatment of the in situ generated B H alcohols with aq HBr. Baylis-Hillman reaction of aromatic cyclic 1,2-diones with cycloalk-2-enones under the influence of TiCl4 has been successfully performed and the resulting Baylis-Hillman adducts have been conveniently transformed into pentacyclic and hexacyclic fused furan derivatives. (C) 2010 Elsevier Ltd. All rights reserved.
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