1.
Chemistry
; 23(16): 3832-3836, 2017 Mar 17.
Article
in English
| MEDLINE
| ID: mdl-28195381
ABSTRACT
The palladium-catalysed aqueous α-arylation of ketones was developed and tested for a large variety of reaction partners. These mild conditions enabled the coupling of aryl/alkyl-ketones with N-protected halotryptophans, heterocyclic haloarenes, and challenging base-sensitive compounds. The synthetic potential of this new methodology for the diversification of complex bioactive molecules was exemplified by derivatising prochlorperazine. The methodology is mild, aqueous and flexible, representing a means of functionalizing a wide range of halo-aromatics and therefore has the potential to be extended to complex molecule diversification.
Subject(s)
Hydrocarbons, Aromatic/chemical synthesis , Ketones/chemical synthesis , Palladium/chemistry , Antipsychotic Agents/chemical synthesis , Antipsychotic Agents/chemistry , Catalysis , Halogenation , Hydrocarbons, Aromatic/chemistry , Ketones/chemistry , Pharmaceutical Preparations/chemical synthesis , Pharmaceutical Preparations/chemistry , Prochlorperazine/chemical synthesis , Prochlorperazine/chemistry , Tryptophan/analogs & derivatives , Tryptophan/chemical synthesis
2.
J Pharm Sci
; 63(12): 1842-8, 1974 Dec.
Article
in English
| MEDLINE
| ID: mdl-4449013