A Mild, One-Pot Synthesis of Arylamines via Palladium-Catalyzed Addition of Aryl Aldehydes with Amines and Arylboronic Acids in Water

被引：39

作者：

Yu, Ajuan ^{[1
]}

Wu, Yangjie ^{[1
]}

Cheng, Baoli ^{[1
]}

Wei, Kun ^{[1
]}

Li, Jingya ^{[1
]}

机构：

[1] Zhengzhou Univ, Dept Chem, Henan Key Lab Chem Biol & Organ Chem, Key Lab Appl Chem Henan Univ, Zhengzhou 450052, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 05期

基金：

美国国家科学基金会;

关键词：

aldehydes; amines; arylboronic acids; catalysis; cyclopalladated complexes; N-TERT-BUTANESULFINYL; ASYMMETRIC ARYLATION; TOSYLARYLIMINES; REAGENTS; LIGANDS; KETONES;

D O I：

10.1002/adsc.200800680

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A mild, one-pot synthesis of diarylmethylamines via the palladium-catalyzed addition of aryl aldehydes with amines and arylboronic acids is reported. Best results were obtained in neat water with ammonium chloride as additive, affording diarylmethylamine derivatives as the main products.

引用

页码：767 / 771

页数：5

共 50 条

[1] Palladium-catalyzed addition of arylboronic acids to aldehydes
Yamamoto, T
Ohta, T
Ito, Y
[J]. ORGANIC LETTERS, 2005, 7 (19) : 4153 - 4155
[2] One-pot synthesis of diaryl ketones from aldehydes via palladium-catalyzed reaction with aryl boronic acids
Qin, Changming
Chen, Jiuxi
Wu, Huayue
Cheng, Jiang
Zhang, Qiang
Zuo, Bing
Su, Weike
Ding, Jinchang
[J]. TETRAHEDRON LETTERS, 2008, 49 (11) : 1884 - 1888
[3] Synthesis of Aryl Sulfonamides via Palladium-Catalyzed Chlorosulfonylation of Arylboronic Acids
DeBergh, J. Robb
Niljianskul, Nootaree
Buchwald, Stephen L.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (29) : 10638 - 10641
[4] Synthesis of Flavanones via Palladium(II)-Catalyzed One-Pot β-Arylation of Chromanones with Arylboronic Acids
Yoo, Hyung-Seok
Son, Seung Hwan
Cho, Yang Yil
Lee, Soo Jin
Jang, Hyu Jeong
Kim, Young Min
Kim, Dong Hwan
Kim, Nam Yong
Park, Boyoung Y.
Lee, Yong Sup
Kim, Nam-Jung
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (16): : 10012 - 10023
[5] Palladium-Catalyzed One-Pot Conversion of Aldehydes to Amides
Ali, Md Ashif
Punniyamurthy, Tharmalingam
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (2-3) : 288 - 292
[6] A Highly Efficient Palladium-Catalyzed One-Pot Synthesis of Unsymmetrical Aryl Alkyl Thioethers under Mild Conditions in Water
Wang, Liang
Zhou, Wei-You
Chen, Sheng-Chun
He, Ming-Yang
Chen, Qun
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (05) : 839 - 845
[7] The palladium-catalyzed addition of aryl- and heteroarylboronic acids to aldehydes
Qin, Changming
Wu, Huayue
Cheng, Jiang
Chen, Xi'an
Liu, Miaochang
Zhang, Weiwei
Su, Weike
Ding, Jinchang
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (11): : 4102 - 4107
[8] One-Pot Synthesis of α-Carbolines via Sequential Palladium-Catalyzed Aryl Amination and Intramolecular Arylation
Laha, Joydev K.
Petrou, Philip
Cuny, Gregory D.
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (08): : 3152 - 3155
[9] ONE-POT PALLADIUM-CATALYZED SYNTHESIS OF DIARYLALKYNES
CARPITA, A
LESSI, A
ROSSI, R
[J]. SYNTHESIS-STUTTGART, 1984, (07): : 571 - 572
[10] Palladium-catalyzed addition of arylboronic acids to isocyanates
Kianmehr, Ebrahim
Rajabi, Azam
Ghanbari, Mohammad
[J]. TETRAHEDRON LETTERS, 2009, 50 (15) : 1687 - 1688

← 1 2 3 4 5 →