ISSN:
0075-4617
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Formylation of Diethyl Benzylphosphonate and (Arylmethyl)phosphonium SaltsDiethyl benzylphosphonate (1) and (arylmethyl)triphenylphosphonium chlorides 5a-c (aryl = phenyl, 2-furyl, 2-thienyl) react with tert-butyloxy-N,N,N′,N′-tetramethylmethylene-diamine and with N,N-dimethylformamide diethyl acetal, respectively, to give the dimethylaminomethylene derivatives 2 and 6a - c. Diethyl α-(cyclohexylaminomethylene)benzylphosphonate (4) is formed from 2 and cyclohexylamine. Hydrolysis of 2 and 6a yields the benzyl compounds formylated at the α-position.
Notes:
Benzylphosphonsäure-diaäthylester (1) und (Arylmethyl)triphenylphosphoniumchloride 5a-c (Aryl = Phenyl, 2-Furyl, 2-Thienyl) reagieren mit tert.-Butoxy-N,N,N′,N′-tetramethylmethylendiamin bzw. N,N-Dimethylformamid-diäthylacetal zu den Dimethylaminomethylen-Derivaten 2 und 6a-c. Aus 2 entsteht mit Cyclohexylamin der α-(Cyclohexylaminomethylen)-benzylphosphonsäure-diäthylester (4). Die Hydrolyse von 2 und 6a liefert die an der α-Stellung formylierten Benzylverbindungen 3 und 7a.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.197419741118
