Issue 13, 2013
From the journal:

Organic & Biomolecular Chemistry

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

Takanori Matsuda,*a   Yuki Tomarua  and  Yoshiya Matsudaa  

* Corresponding authors

a Department of Applied Chemistry, Tokyo University of Science, 1-3 Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan
E-mail: mtd@rs.tus.ac.jp
Fax: +81 3 5261 4631

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

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Article information

DOI
https://doi.org/10.1039/C3OB40195B
Article type
Communication
Submitted
29 Jan 2013
Accepted
13 Feb 2013
First published
14 Feb 2013

Org. Biomol. Chem., 2013,11, 2084-2087

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

T. Matsuda, Y. Tomaru and Y. Matsuda, Org. Biomol. Chem., 2013, 11, 2084 DOI: 10.1039/C3OB40195B

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