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Synthesis of isoxazolobenzoxepanes via Michael addition of indoles to nitroalkenes and sequential intramolecular nitrile oxide cycloaddition

✍ Scribed by K. Ramachandiran; K. Karthikeyan; D. Muralidharan; P.T. Perumal

Book ID: 104097693
Publisher: Elsevier Science
Year: 2010
Tongue: French
Weight: 364 KB
Volume: 51
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2010.04.001

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✦ Synopsis

Nitroalkenes derived from O-propargyl salicylaldehyde undergo facile Michael addition with indoles leading to indole-derived Michael adducts. Intramolecular nitrile oxide cycloaddition (INOC) of the Michael adducts results in isoxazolobenzoxepanes in good to excellent yields.

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