1.
Org Biomol Chem
; 12(41): 8247-56, 2014 Nov 07.
Article
in English
| MEDLINE
| ID: mdl-25203199
ABSTRACT
The molecular iodine-promoted reaction of 2-(2-phenylethynyl)-Morita-Baylis-Hillman adducts is reported. In the presence of I2, naphthyl ketone derivatives are produced, whereas in the presence of I2/K3PO4, iodo-substituted isochromene derivatives are produced.
Subject(s)
Alkynes/chemistry , Hydrocarbons, Iodinated/chemical synthesis , Iodine/chemistry , Ketones/chemical synthesis , Crystallography, X-Ray , Hydrocarbons, Iodinated/chemistry , Ketones/chemistry , Models, Molecular , Molecular Structure
2.
J Org Chem
; 78(17): 8872-9, 2013 Sep 06.
Article
in English
| MEDLINE
| ID: mdl-23944682
ABSTRACT
A protocol for the N-bromosuccinimide (NBS)- and trichloroisocyanuric acid (TCCA)-mediated synthesis of novel 2-halomethylene-3-oxoketoximes via one-pot halogenation/oxidation of isoxazoline N-oxide derivatives is described here. The keto functionality of 3-ketoximes was selectively reduced by lithiumaluminum hydride to synthesize an unprecedented type of Baylis-Hillman oxime, which underwent N-O coupling to produce new isoxazoline N-oxide derivative.
