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The cleavage of 1-amino-2′-nitrobenzylphosphonates in a basic medium. Formation of the 3-amino-2,1-benzisoxazole derivatives

✍ Scribed by Bogdan Boduszek; Agnieszka Halama; Jerzy Zoń

Book ID
104207981
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
590 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis

Treatment of I-amino-2'-nitrobenzylphosphonic acids with aqueous sodium hydroxide caused a C-P bond cleavage, with formation of 3-amino-2,l-benzisoxazole derivatives (3). The leaving phosphorus moiety was identified here as phosphoric acid. In the case of basic hydrolysis of corresponding esters, new cyclic phosphorus compounds (derivatives of benzoxazaphosphorin-3,1,2 P"--one-2) ~vere obtained The cyclic products were formed as a result of the subsequent reaction of anthranil derivatives vath leaving phosphorus fragment, presumably metaphosphate These benzoxazaphosphorins (compounds 4) were converted by means of aqueous hydrochloric acid to 3-amino-2,1benzisoxazole derivatives.

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