An easy access to aryl azides from aryl amines under neutral conditions

被引：55

作者：

Das, J ^{[1
]}

Patil, SN ^{[1
]}

Awasthi, R ^{[1
]}

Narasimhulu, CP ^{[1
]}

Trehan, S ^{[1
]}

机构：

[1] Dr Reddys Labs Ltd, Discovery Res, Hyderabad 500049, Andhra Pradesh, India

来源：

SYNTHESIS-STUTTGART | 2005年 / 11期

关键词：

amines; azides; anilines; diazo compounds; sodium azide;

D O I：

10.1055/s-2005-869974

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A variety of substituted aryl amines were transformed into aryl azides using t-BuONO and moist NaN3 in t-BuOH in good to excellent yields. Smooth transformation was observed with anilines, having electron withdrawing and donating groups. Both acid- and base-sensitive groups survived the reaction conditions.

引用

页码：1801 / 1806

页数：6

共 50 条

[21] AN EASY ACCESS TO ALPHA-ARYL ALKYL NITRILES
SINGH, NP
KUMAR, A
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1985, 24 (11): : 1195 - 1196
[22] Laser flash photolysis of fluorinated aryl azides in neutral and acidic solutions
Pol'shakov, DA
Tsentalovich, YP
Gritsan, NP
RUSSIAN CHEMICAL BULLETIN, 2000, 49 (01) : 50 - 55
[23] Reaction of phosphonium ylides and aromatic nitriles under Lewis acid conditions:: an easy access to aryl-substituted α-methoxyacetophenones
Camuzat-Dedenis, B
Provot, O
Moskowitz, H
Mayrargue, J
SYNTHESIS-STUTTGART, 1999, (09): : 1558 - 1560
[24] Preparation of Aryl Azides from Aromatic Amines in N-Methyl-2-Pyrrolidonium Bisulfate
Hajipour, Abdol Reza
Mohammadsaleh, Fatemeh
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2011, 43 (05) : 451 - 455
[25] Copper-Catalyzed Cyclization of Aryl Amines and Aryldiazonium Salts under Air: Access to N-2-Aryl-Naphthotriazoles
Zhu, Chuanle
Zeng, Hao
Chen, Fulin
Liu, Chi
Jiang, Huanfeng
ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (22) : 5149 - 5159
[26] Cross-coupling Reaction of Aryl(triethyl)silanes with Aryl Chlorides: An Easy Access to Oligothiophenes
Komiyama, Takeshi
Minami, Yasunori
Hiyama, Tamejiro
CHEMISTRY LETTERS, 2019, 48 (04) : 361 - 363
[27] Addition of aryl cuprates to azides: a novel approach for the synthesis of unsymmetrical diaryl amines
Yadav, J. S.
Reddy, B. V. Subba
Borkar, Prashant
Reddy, P. Janardhan
TETRAHEDRON LETTERS, 2009, 50 (48) : 6642 - 6645
[28] Aryl Azides Formation Under Mild Conditions: A Kinetic Study in Some Ionic Liquid Solutions
D'Anna, Francesca
Marullo, Salvatore
Noto, Renato
JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (03): : 767 - 771
[29] Copper catalyzed synthesis of aryl/alkyl mixed phosphates from diphenylphosphoryl azides and aliphatic alcohols under mild conditions
Jiao, Lin-Yu
Zhang, Ze
Yin, Xiao-Mei
Li, Zhuo
Ma, Xiao-Xun
JOURNAL OF CATALYSIS, 2019, 379 : 39 - 45
[30] Palladium-Catalyzed Carbonylation of Aryl Bromides with Carbon Dioxide To Access Aryl Carboxylic Acids under Mild Conditions
Li, Dan
Wei, Li
Qi, Chaorong
Xiong, Wenfang
Liu, Hongjian
Jiang, Huanfeng
JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (08): : 5205 - 5211

← 1 2 3 4 5 →