Volume 20, Issue 2
Preparative Organic Chemistry
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ChemInform Abstract: Photochemical Rearrangements of 3-Methylisoxazolopyridines.

D. DONATI

D. DONATI

Ist. Chim. Org., Univ., 53100 Siena, Italy

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S. FUSI

S. FUSI

Ist. Chim. Org., Univ., 53100 Siena, Italy

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F. PONTICELLI

F. PONTICELLI

Ist. Chim. Org., Univ., 53100 Siena, Italy

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First published: January 10, 1989

Abstract

Photolysis of the isoxazolopyridines (I), (IV), (VII), and (X) in moist ether results in rearrangement, yielding the oxazolopyridines (II), (V), (VIII), and (XI).

ChemInform Abstract

Photolysis of the isoxazolopyridines (I), (IV), (VII), and (X) in moist ether results in rearrangement, yielding the oxazolopyridines (II), (V), (VIII), and (XI). Additionally, minor amounts of the N-methylcarboxamides (III), (VI), (IX), and (XII) are obtained via 1,2-migration of the methyl group. In contrast, irradiation of the hydrazinoisoxazolopyridine (XIII) produces the N-aminopyrazolopyridine (XIV) which is converted into the pyrazolopyridine (XVII).

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