Molybdenum-Promoted Synthesis of Benzo[4,5]imidazo[1,2-c]quinazolin-6(5H)-ones via Nitro Reduction and Ring Expansion

被引：0

作者：

Zhao, Ran ^{[1
]}

Meng, Zerui ^{[1
]}

Meng, Xiaoru ^{[1
]}

Huang, Xinrui ^{[1
]}

Meng, Xiangwei ^{[2
]}

Xie, Caixia ^{[1
]}

机构：

[1] Shandong Univ Technol, Sch Chem & Chem Engn, 266 West Xincun Rd, Zibo 255049, Peoples R China

[2] Binzhou Med Univ, Zibo Cent Hosp, Dept Drug Clin Trials, 54 Gongqingtuan Xi Rd, Zibo 255036, Peoples R China

来源：

CHEMISTRYSELECT | 2024年 / 9卷 / 34期

关键词：

Benzo[4,5]imidazo[1,2-c]quinazolin-6(5H)-one; Cyclization; Isatins; Nitroreduction; Mo(CO)(6); MEDIATED ANNULATION; METHODOLOGY;

D O I：

10.1002/slct.202403399

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple and efficient method to construct benzo[4,5]imidazo[1,2-c]quinazolin-6(5H)-one skeleton was reported. A powerful functional group transformation strategy of -NO2 transformed into -NH2 was involved in this method. Only Mo(CO)(6) was used in the reaction, which acted as both reductant and cyclization accelerator. And a series of benzo[4,5]imidazo[1,2-c]quinazolin-6(5H)-one derivatives were obtained.

引用

页数：5

共 50 条

[1] Synthesis of Imidazo[1,2-c]quinazolin-5(6H)-ones and Benzimidazo[1,2-c]quinazolin-6(5H)-ones with the Aid of Low-Valent Titanium Reagent
Zhao, Xuan
Shi, Da-Qing
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2010, 47 (03) : 524 - 527
[2] One-pot synthesis of benzo[4,5]imidazo[1,2-c]quinazolin-6(5H)-ones under catalyst-free conditions and their X-ray crystallographic studies
Vinoth, Nangagoundan
Kalaiarasi, Chinnasamy
Kumaradhas, Poomani
Lalitha, Appaswami
JOURNAL OF MOLECULAR STRUCTURE, 2021, 1232
[3] New bronchodilators-3:: Synthesis of benzimidazo [1,2-c]-quinazolin-6 (5H)-ones and their thio analogues
Bahekar, RH
Rao, ARR
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 8 (03) : 225 - 228
[4] Synthesis and rearrangement of 6H-imidazo[1,2-c]-quinazolin-5-ones
Arnold, W
Buttelmann, B
Heitz, MP
Wyler, R
HETEROCYCLES, 1996, 43 (12) : 2607 - 2614
[5] Palladium-Catalyzed Cascade Approach to 12-(Aryl)indolo[1,2-c]quinazolin-6(5H)-ones
Arcadi, Antonio
Cacchi, Sandro
Fabrizi, Giancarlo
Ghirga, Francesca
Goggiamani, Antonella
Iazzetti, Antonia
Marinelli, Fabio
SYNTHESIS-STUTTGART, 2018, 50 (05): : 1133 - 1140
[6] Crystal and molecular structures of benzo[4,5]imidazo[1,2-c]quinazolin-6-one and 10-carboxybenzo[4,5]imidazo[1,2-c]quinazolin-6-one: A quantum-chemical study of their tautomerism
Koval'chukova, O. V.
Stash, A. I.
Strashnov, P. V.
Neborak, E. V.
Strashnova, S. B.
Zaitsev, B. E.
CRYSTALLOGRAPHY REPORTS, 2011, 56 (02) : 256 - 259
[7] Crystal and molecular structures of benzo[4,5]imidazo[1,2-c]quinazolin-6-one and 10-carboxybenzo[4,5]imidazo[1,2-c]quinazolin-6-one: A quantum-chemical study of their tautomerism
O. V. Koval’chukova
A. I. Stash
P. V. Strashnov
E. V. Neborak
S. B. Strashnova
B. E. Zaitsev
Crystallography Reports, 2011, 56 : 256 - 259
[8] SYNTHESIS, PHYSICOCHEMICAL PROPERTIES, ANTIMICROBIAL AND FREE-RADICAL SCAVENGING ACTIVITY OF SUBSTITUTED BENZO[4,5]IMIDAZO[1,2-c]QUINAZOLINE-6(5H)-ONES (-THIONES)
Kravtsov, Dmytro, V
Skoryna, Dmytro Yu
Nosulenko, Inna S.
Voskoboinik, Oleksii Yu
Kovalenko, Serhii, I
JOURNAL OF CHEMISTRY AND TECHNOLOGIES, 2021, 29 (04): : 522 - 530
[9] ANTI-INFLAMMATORY PROPERTIES OF 8-ARYL-5-ISOPROPYL-2H-1,3-DIOXOLO[4,5-G]QUINAZOLIN-6(5H)-ONES AND QUINAZOLIN-6(5H)-THIONES
HOULIHAN, WJ
COOKE, G
VANBOCHOVEN, R
PERRINE, J
TAKESUE, EI
JUKNIEWICZ, E
JOURNAL OF MEDICINAL CHEMISTRY, 1982, 25 (09) : 1110 - 1113
[10] Synthesis and Biological Evaluation of Benzo [4,5]- and Naphtho[2′,1′:4,5]imidazo[1,2-c]pyrimidinone Derivatives
Kamzeeva, Polina
Dagaev, Nikolai
Lizunova, Sofia
Khodarovich, Yuri
Sogomonyan, Anna
Kolchanova, Anastasia
Pokrovsky, Vadim
Alferova, Vera
Chistov, Alexey
Eshtukov-Shcheglov, Artur
Eshtukova-Shcheglova, Elizaveta
Belyaev, Evgeny
Skvortsov, Dmitry
Varizhuk, Anna
Aralov, Andrey
BIOMOLECULES, 2023, 13 (11)

← 1 2 3 4 5 →