Synthesis of phthalazinones via palladium(ii)-catalysed intramolecular oxidative C–H/C–H cross-coupling of N′-methylenebenzohydrazides†
Takanori Matsuda,Yuki Tomaru,Yoshiya Matsuda
Organic & Biomolecular Chemistry Pub Date : 02/14/2013 00:00:00 , DOI:10.1039/C3OB40195B
Abstract

A palladium(II)-catalysed intramolecular oxidative C–H/C–H cross-coupling of N′-methylenebenzohydrazides to phthalazin-1(2H)-ones has been developed. This cyclization is believed to mechanistically proceed via electrophilic ortho-palladation and subsequent C-arylation of the carbon–nitrogen double bond.

Graphical abstract: Synthesis of phthalazinones via palladium(ii)-catalysed intramolecular oxidative C–H/C–H cross-coupling of N′-methylenebenzohydrazides