Synthesis of N-aryl derived formamides using triflic anhydride

被引：2

作者：

Bharamawadeyar, Swetha ^{[1
]}

Sureshbabu, Vommina V. ^{[1
]}

机构：

[1] Bangalore Univ, Dept Chem, Peptide Res Lab, Jnana Bharathi Campus, Bangalore 560056, India

来源：

INDIAN JOURNAL OF CHEMISTRY | 2023年 / 62卷 / 06期

关键词：

N-Formylation; Activating agent; Triflic anhydride; FORMYLATION; AMINES; AMINOCARBONYLATION; ISONITRILES; DERIVATIVES; ACCESS; AMIDES; ACIDS;

D O I：

10.56042/ijc.v62i6.2569

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile and convenient one-pot protocol for the N-formylation of aryl amines has been furnished using Tf2O. This approach involves N-formylation of anilines and its derivatives employing formic acid as a formyl source and triflic anhydride (Tf2O) as an activator as the key step. This work highlights the ability of Tf2O as an activating agent, includes operational simplicity, easy applicability to gram-scale preparation and to afford the N-formyl aryl amines in moderate to good yields.

引用

页码：656 / 661

页数：6

共 50 条

[1] Survey reactivity of some N-aryl formamides with pentafluoropyridine
Ranjbar-Karimi, Reza
Poorfreidoni, Alireza
Masoodi, Hamid Reza
JOURNAL OF FLUORINE CHEMISTRY, 2015, 180 : 222 - 226
[2] Triflic Anhydride Promoted Intramolecular Cyclization of N-Aryl Cinnamides: Access to Polysubstituted Quinolin-2(1H)-ones
Zhang, Qian
Yuan, Jingwen
Yu, Mangfei
Zhang, Rui
Liang, Yongjiu
Huang, Peng
Dong, Dewen
SYNTHESIS-STUTTGART, 2017, 49 (22): : 4996 - 5002
[3] Triflic anhydride-mediated synthesis of oxazoles
Thalhammer, Armin
Mecinovic, Jasmin
Schofield, Christopher J.
TETRAHEDRON LETTERS, 2009, 50 (09) : 1045 - 1047
[4] Novel and Efficient Synthesis of Benzimidazole and Benzthiazole Moieties Mediated by Triflic Anhydride and 2-Nitropyridine
Quadri, Syed Aziz Imam
Das, Tonmoy C.
Farooqui, Mazahar
CHEMISTRYSELECT, 2017, 2 (05): : 1802 - 1807
[5] Synthesis of Isonitriles from N-Substituted Formamides Using Triphenylphosphine and Iodine
Wang, Xia
Wang, Qing-Gang
Luo, Qun-Li
SYNTHESIS-STUTTGART, 2015, 47 (01): : 49 - 54
[6] Synthesis of N-Aryl α-Ketoamides, α-Ketoesters, α-Ketothioesters and Their Applications in Quinoxalinone Preparation
Singh, Shweta
Sureshbabu, Popuri
Sabiah, Shahulhameed
Kandasamy, Jeyakumar
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (05)
[7] Palladium-catalyzed oxidative carbonylation of N-aryl enamino esters with CO and alcohols: synthesis of N-aryl aminomethylenemalonates
Chen, Ming
Yu, Le
Ren, Zhi-Hui
Wang, Yao-Yu
Guan, Zheng-Hui
CHEMICAL COMMUNICATIONS, 2017, 53 (46) : 6243 - 6246
[8] Regioselective Synthesis of 3-Aminoimidazo[1,2-a] pyrimidines with Triflic Anhydride
Law, Robert P.
Ukuser, Sabri
Tape, Daniel T.
Talbot, Eric P. A.
SYNTHESIS-STUTTGART, 2017, 49 (16): : 3775 - 3793
[9] Gold-Catalyzed Hydroalkoxylation/Povarov Reaction Cascade of Alkynols with N-Aryl Imines: Synthesis of Tetrahydroquinolines
He, Ciwang
Cai, Ju
Zheng, Yang
Pei, Chao
Qiu, Lihua
Xu, Xinfang
ACS OMEGA, 2019, 4 (13): : 15754 - 15763
[10] Direct Synthesis of N,N-Disubstituted Formamides by Oxidation of Imines Using an HFIP/UHP System
Llopis, Natalia
Gisbert, Patricia
Baeza, Alejandro
JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (17) : 11072 - 11079

← 1 2 3 4 5 →