PHOTOCHEMICAL HYDROLYSIS OF O-ACETYLPHENYLACETONITRILES

Authors
LU QY BOVONSOMBAT P AGOSTA WC
Citation
Qy. Lu et al., PHOTOCHEMICAL HYDROLYSIS OF O-ACETYLPHENYLACETONITRILES, Tetrahedron letters, 36(49), 1995, pp. 8941-8944
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
49
Year of publication
1995
Pages
8941 - 8944
Database
ISI
SICI code
0040-4039(1995)36:49<8941:PHOO>2.0.ZU;2-9
Abstract
Irradiation of 1 and its methyl derivative 10a (lambda >280 nm) in met hanol leads to photohydrolysis of the nitrile group and formation of t he related ketal amides 3 and 11a, respectively. Similar treatment of the dimethyl derivative 10b and of the parent nitrile 13 fails to yiel d corresponding products of hydrolysis. A mechanism is proposed for th ese novel hydrolyses.