Heterocycles p. 423 - 436 (1988)
Update date:2022-08-16
Topics:
Sakakibara, Jinsaku
Nagai, Shin-ichi
Akiyama, Teppei
Ueda, Taisei
Oda, Noriichi
Kidouchi, Kiyoshi
Ring conversions of methyl rotenononate (2b) and β-rotenonone (3) into rotenonone (1) or 4H-furo<2,3-h><1>benzopyrans (5a-b) were investigated.The Beckmann rearrangement of 2b oxime (6) in PPA provided methyl 3-(benzofuran-5-yl)carbonylamino- (9), 3-(benzofuran-5-yl)aminocarbonyl-2-benzofurancarboxylate (10) and furo<2,3-g>benzoxazole (11), whereas 3 oxime (12) gave furo <2,3-g>benzoxazole (13) as a single product.Compound 2b underwent ring closure with hydrazines to provide benzofuro<2,3-d>pyridazin-4(3H)-ones (14a-e).
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Doi:10.1021/acs.joc.9b01263
(2020)Doi:10.1002/anie.201409595
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(2004)Doi:10.1016/j.jcat.2012.11.010
(2013)Doi:10.1021/ja01211a032
(1946)
