Benzylamine as an arylcarboxy surrogate: a copper catalysed o-benzoxylation of 2-phenylpyridines using benzyl amines

被引：19

作者：

Behera, Ahalya ^{[1
]}

Rout, Saroj K. ^{[1
]}

Guin, Srimanta ^{[1
]}

Patel, Bhisma K. ^{[1
]}

机构：

[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India

来源：

RSC ADVANCES | 2014年 / 4卷 / 98期

关键词：

C-O; BOND; 2-ARYLPYRIDINES; ACYLOXYLATION; FUNCTIONALIZATIONS; ACTIVATIONS; ALDEHYDES; ALKENES; ALKYNES;

D O I：

10.1039/c4ra09922b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Different reactivities and selectivities of Cu and Pd catalysts have been demonstrated in the reactions of benzylamines with 2-phenylpyridines. Although Pd is reported to give o-arylation (ArCO-), Cu introduces an arylcarboxy group (ArCOO-) at the proximal site of the directing group. For the first time benzylamine has been utilised as a synthetic equivalent of an arylcarboxy group.

引用

页码：55115 / 55118

页数：4

共 6 条

[1] Copper catalyzed oxidative ortho-C-H benzoxylation of 2-phenylpyridines with benzyl alcohols and benzyl amines as benzoxylation sources
Khemnar, Ashok B.
Bhanage, Bhalchandra M.
ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (47) : 9631 - 9637
[2] Terminal Aryl Alkenes and Alkynes as Arylcarboxy Surrogates toward o-Benzoxylation of 2-Phenylpyridine Catalyzed by Copper
Rout, Saroj Kumar
Guin, Srimanta
Gogoi, Anupal
Majji, Ganesh
Patel, Bhisma K.
ORGANIC LETTERS, 2014, 16 (06) : 1614 - 1617
[3] N-heterocyclic carbene copper(I) catalysed N-methylation of amines using CO2
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Lazreg, Faima
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Cazin, Catherine S. J.
DALTON TRANSACTIONS, 2015, 44 (41) : 18138 - 18144
[4] 2-Acetylthienopyridine Synthesis via Thiolation and Copper Catalyzed Cyclization of o-Propynol Fluoropyridine Using Xanthate as a Thiol Surrogate
Li, Yibiao
Luo, Xianglin
Shao, Yan
Chen, Lu
JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (15): : 8768 - 8774
[5] Copper-catalysed N-arylation of arylsulfonamides with aryl bromides and aryl iodides using KF/Al2O3
Hosseinzadeh, Rahman
Tajbakhsh, Mahmood
Mohadjerani, Maryam
Alikarami, Mohammad
JOURNAL OF CHEMICAL SCIENCES, 2010, 122 (02) : 143 - 148
[6] Copper-catalysed N-arylation of arylsulfonamides with aryl bromides and aryl iodides using KF/Al2O3
Rahman Hosseinzadeh
Mahmood Tajbakhsh
Maryam Mohadjerani
Mohammad Alikarami
Journal of Chemical Sciences, 2010, 122 : 143 - 148

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