Chemical Communications, volume 49, issue 69, pages 7623

Palladium-catalyzed regio- and chemoselective ortho-benzylation of C–H bond using a functionalizable primary amide directing group: a concise synthesis of dibenzo[b,e]azepin-6-ones

Joydev K. Laha ¹

Pooja U Shah ¹

Krupal P Jethava ¹

Department of Pharmaceutical Technology (Process Chemistry), National Institute of Pharmaceutical Education and Research, S. A. S. Nagar, Punjab 160062, India |

Publication type: Journal Article

Publication date: 2013-07-20

Royal Society of Chemistry (RSC)

Journal: Chemical Communications

scimago Q1

SJR: 1.133

CiteScore: 8.6

Impact factor: 4.3

ISSN: 13597345, 1364548X

DOI: 10.1039/c3cc43835j

Copy DOI

PubMed ID: 23873087

Materials Chemistry

Metals and Alloys

Surfaces, Coatings and Films

General Chemistry

Ceramics and Composites

Electronic, Optical and Magnetic Materials

Catalysis

Abstract

A palladium-catalyzed regio- and chemoselective direct benzylation of primary benzamides with 2-bromobenzyl bromides under a mild basic condition has been developed affording various substituted diarylmethanes in good yields. Furthermore, the directing amide group (-CONH2) was subjected to intramolecular N-arylation with the aryl bromide moiety present in diarylmethanes leading to a concise synthesis of dibenzoazepinones.

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Publisher

Royal Society of Chemistry (RSC)

Journal

Chemical Communications

scimago Q1

SJR

1.133

CiteScore

8.6

Impact factor

4.3

ISSN

13597345 (Print)

1364548X (Electronic)

Palladium-catalyzed regio- and chemoselective ortho-benzylation of C–H bond using a functionalizable primary amide directing group: a concise synthesis of dibenzo[b,e]azepin-6-ones

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