Generation of Nitrile Oxides from Oximes Using t-BuOI and Their Cycloaddition
Satoshi Minakata*, Sota Okumura, Toshiki Nagamachi and Youhei Takeda
*Department of Applied Chemistry and Frontier Research Base
for Global Young Researchers, Graduate School of Engineering, Osaka University,
Yamadaoka 2-1, Suita, Osaka 565-0871, Japan, Email: minakata
chem.eng.osaka-u.ac.jp
S. Minakata, S. Okumura, T. Nagamachi, Y. Takeda, Org. Lett., 2011, 13, 2966-2969.
DOI: 10.1021/ol2010616
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Abstract
tert-Butyl hypoiodite (t-BuOI), generated in situ from t-BuOCl and NaI, is a powerful reagent for the cycloaddition of oximes to alkenes or alkynes, leading to various isoxazolines or isoxazoles under mild conditions.
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mechanism for formation of nitril oxides
Key Words
2-isoxyzolines, 1,3-dipolar cycloaddition
ID: J54-Y2011-1650
