Rhodium(III)-Catalyzed Synthesis of Quinazolin-4(3H)-ones with N-Methoxyamides as Synthesis Reagents

被引：2

作者：

Zhou, Guanyu ^{[1
]}

Huang, Zhibin ^{[1
]}

Xu, Xu ^{[1
]}

Fang, Zhang ^{[1
]}

Huang, Pengcheng ^{[1
]}

Deng, Zefeng ^{[1
]}

Li, Bao ^{[2
]}

Zhao, Yingsheng ^{[1
,2
]}

机构：

[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China

[2] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453000, Henan, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2022年 / 54卷 / 14期

关键词：

rhodium; quinazolin-4(3H)-one; C-H activation; cyclization; N-methoxyamide; ONE-POT SYNTHESIS; ACTIVATION; ANNULATION; ACID; QUINAZOLINONES; BENZAMIDES; CLEAVAGE;

D O I：

10.1055/a-1792-9930

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical method to synthesize quinoxalinones via intra/intermolecular amination using rhodium as the catalyst was developed. A wide variety of quinoxalinones were prepared from N-methoxybenzamides in moderate to excellent yields. Gram-scale reactions were also achieved, highlighting the synthetic importance of this new transformation.

引用

页码：3298 / 3306

页数：9

共 50 条

[1] SYNTHESIS OF ISOXAZOLYL QUINAZOLIN-4 (3H)-ONES
Rajanarendar, E.
Venkateshwarlu, P.
Ramakrishna, S.
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 22 (02) : 95 - 98
[2] Ecofriendly synthesis of quinazolin-4(3H)-ones
Kidwai, M
Rastogi, R
Rastogi, S
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2004, 43 (02): : 423 - 425
[3] Synthesis of quinazolin-4(3H)-ones, an update
Picos-Corrales, Lorenzo A.
Sarmiento-Sanchez, Juan I.
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2018, 54 (08) : 762 - 764
[4] SYNTHESIS OF BENZOXAZOLYLTHIOMETHYL AND BENZTHIAZOLYLTHIOMETHYL QUINAZOLIN-4(3H)-ONES
Rafeeq, Mohammad
Reddy, Chittireddy Venkata Ramana
Dubey, Pramod Kumar
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2015, 190 (11) : 1857 - 1864
[5] An Efficient Synthesis of 2-Substituted Quinazolin-4(3H)-ones Catalyzed by Iron(III) Chloride
Mekala, Ramamohan
Akula, Raghunadh
Kamaraju, Raghavendra Rao
Bannoth, Chandrasekhar Kothapalli
Regati, Sridhar
Sarva, Jayaprakash
SYNLETT, 2014, 25 (06) : 821 - 826
[6] Synthesis of Quinazolin-4(3H)-ones via Amidine N-Arylation
Li, Bryan
Samp, Lacey
Sagal, John
Hayward, Cheryl M.
Yang, Christine
Zhang, Zhijun
JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (03): : 1273 - 1277
[7] Synthesis of Quinazolin-4(3H)-ones via a novel approach
Akbari, Ali
Zahedifar, Mahboobeh
JOURNAL OF SAUDI CHEMICAL SOCIETY, 2023, 27 (02)
[8] Synthesis of quinazolin-4(3H)-ones in aqueous media catalyzed by a Cp*Ir complex
Lu, Lei
Li, Feng
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
[9] Microwave-assisted synthesis of quinazolin-4(3H)-ones catalyzed by SbCl3
Kang, Huaiyuan
Wang, Weili
Sun, Qinqiang
Yang, Shuya
Jin, Juan
Zhang, Xuewen
Ren, Xiaoliang
Zhang, Jiming
Zhou, Jianhua
HETEROCYCLIC COMMUNICATIONS, 2018, 24 (06) : 293 - 296
[10] A General and Facile Synthesis of Novel Polysubstituted Quinazolin-4(3H)-ones
Xin, Minhang
Gao, Ying
Xiang, Hua
Chen, Dong
He, Yi
You, Qidong
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 (01) : 169 - 174

← 1 2 3 4 5 →