ISSN:
1434-4475
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract The esters of p-bromobenzylphosphonic acid (1) react withSchiff bases (2) in the presence of 0.5 mols of NaNH2 in ether at −33° and 10° as well as in liquid ammonia to give esters of 2-arylamino-2-aryl-1-(p-bromophenyl)-ethanephosphonic acids (3 and4) in 33–78% yields. In many cases and particularly in liquid ammonia and in ether at 10° the olefin5 is formed along with the adducts3 and4. In a low extent1 a and2 a react also in the presence of AlCl3 to form3 a in 20% yield. The stereochemistry of the reaction is studied by thin layer chromatography, and the reactivity of1 is compared with that of the esters of benzylphosphonic acid.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00910044
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