Palladium-catalyzed reductive homocoupling of N′-tosyl arylhydrazines

JB Liu, L Nie, H Yan, LH Jiang, J Weng…

Index: Liu, Jin-Biao; Nie, Lin; Yan, Hui; Jiang, Li-Hua; Weng, Jiang; Lu, Gui Organic and Biomolecular Chemistry, 2013 , vol. 11, # 46 p. 8014 - 8017

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Citation Number: 13

Abstract

A novel procedure for the preparation of biaryl compounds by Pd-catalyzed homocoupling of N′-tosyl arylhydrazine has been described. N′-Tosyl arylhydrazine, as a readily available and stable coupling partner, demonstrated its generality in the homocoupling reactions. The scope of the reaction and possible mechanism have also been investigated.

 Related Synthetic Route
N'-tosyl-p-tolylhydrazine Structure

19957-47-2

N'-tosyl-p-toly...

~88%

BI-P-TOLYL Structure

613-33-2

BI-P-TOLYL

N'-(4-methoxyphenyl)-4-methylbenzenesulfonohydrazide Structure

1416983-46-4

N'-(4-methoxyph...

~92%

4,4'-Dimethoxybiphenyl Structure

2132-80-1

4,4'-Dimethoxyb...

N/A Structure

1416983-48-6

N/A

~79%

3,3',5,5'-Tetramethylbiphenyl Structure

25570-02-9

3,3',5,5'-Tetra...

N/A Structure

1416983-45-3

N/A

~85%

3,3'-Dimethylbiphenyl Structure

612-75-9

3,3'-Dimethylbi...

toluene-4-sulfonic acid-[N'-(4-bromo-phenyl)-hydrazide] Structure

712299-29-1

toluene-4-sulfo...

~71%

4,4'-Dibromobiphenyl Structure

92-86-4

4,4'-Dibromobiphenyl

N'-tosyl-4-nitrophenylhydrazine Structure

56049-47-9

N'-tosyl-4-nitr...

~50%

4,4'-Dinitrobiphenyl Structure

1528-74-1

4,4'-Dinitrobiphenyl


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