EFFICIENT ONE-POT SYNTHESIS OF BENZO[e]PYRAZOLO-[1,5-c][1,3]THIAZINE DERIVATIVES UNDER COPPER-CATALYZED CONDITIONS

被引：6

作者：

Jie, Jiyang ^{[1
]}

Li, Haoyi ^{[1
]}

Piao, Meihui ^{[1
]}

Yang, Xiaobo ^{[1
]}

机构：

[1] Shenyang Normal Univ, Coll Chem & Chem Engn, Shenyang 110034, Liaoning, Peoples R China

来源：

HETEROCYCLES | 2016年 / 92卷 / 07期

基金：

中国国家自然科学基金;

关键词：

Copper Catalyst; One-Pot Reaction; S-Arylation Reaction; Pyrazole; Thiazine; DIRECT IMINE ACYLATION; HETEROCYCLIC SCAFFOLDS; ACID-DERIVATIVES; CYCLIZATION; SCOPE;

D O I：

10.3987/COM-16-13477

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient method has been developed for the synthesis of benzo[e]pyrazolo[1,5-c][1,3]thiazines via one-pot two-step reactions of readily available substituted 1-(2-halopheny1)-3-akylprop-2-yn-1-ones, hydrazine hydrochloride and beta-oxodithioesters under mild conditions, and the corresponding benzo[e]pyrazolo[1,5-c][1,3]thiazines were obtained in good to excellent yields. The novel method affords a new strategy for the construction of diverse and useful poly N, S-heterocyclic compounds.

引用

页码：1215 / 1223

页数：9

共 50 条

[21] One-Pot Synthesis of Triazolothiadiazepine 1,1-Dioxide Derivatives via Copper-Catalyzed Tandem [3+2] Cycloaddition/N-Arylation
Barange, Deepak Kumar
Tu, Yu-Chen
Kavala, Veerababurao
Kuo, Chun-Wei
Yao, Ching-Fa
ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (01) : 41 - 48
[22] Copper-catalyzed synthesis of 1,3,5-triary1-4-(organylselany1)-1H-pyrazoles by one-pot multicomponent reactions
de Aquino, Thalita F. B.
Seidel, Jessica P.
de Oliveira, Daniela H.
do Nascimento, Jose Edmilson R.
Alves, Diego
Perin, Gelson
Lenardao, Eder J.
Schumacher, Ricardo F.
Jacob, Raquel G.
TETRAHEDRON LETTERS, 2018, 59 (46) : 4090 - 4095
[23] Copper-catalyzed one-pot synthesis of amide linked 1,2,3-triazoles bearing aryloxy skeletons
Asgari, Mohammad Sadegh
Bahadorikhalili, Saeed
Ghaempanah, Aram
Ranjbar, Parviz Rashidi
Rahimi, Rahmatollah
Abbasi, Alireza
Larijani, Bagher
Mahdavi, Mohammad
TETRAHEDRON LETTERS, 2021, 65
[24] Copper-Catalyzed Oxidative Amination of sp3 C-H Bonds under Air: Synthesis of 1,3-Diarylated Imidazo[1,5-α]pyridines
Wang, Huiqiao
Xu, Wentao
Wang, Zhiqiang
Yu, Lintao
Xu, Kun
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (04) : 2431 - 2435
[25] One-Pot Tandem Synthesis of 2-Arylbenzoxazole Derivatives via Copper-Catalyzed C-N and C-O Bond Formation
Kavala, Veerababurao
Janreddy, Donala
Raihan, Mustafa J.
Kuo, Chun-Wei
Ramesh, Chintakunta
Yao, Ching-Fa
ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (11-12) : 2229 - 2240
[26] Rh-Catalyzed C-H activation/intramolecular condensation for the construction of benzo[f]pyrazolo[1,5-a][1,3]diazepines
Ning, Yi
He, Xinwei
Zuo, Youpeng
Wang, Jian
Tang, Qiang
Xie, Mengqing
Li, Ruxue
Shang, Yongjia
ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (15) : 2893 - 2901
[27] Copper-Catalyzed One-Pot Synthesis of 1,3,4-Oxadiazol-2(3H)-ones using DMF as the Carbonyl Source
Jiang, Ping
Su, Qin
Ablajan, Keyume
Khan, Shahid Ali
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 27 (27)
[28] Efficient Routes to Pyrazolo[3,4-b]indoles and Pyrazolo[1,5-a]benzimidazoles via Palladium- and Copper-Catalyzed Intramolecular C-C and C-N Bond Formation
Kumar, Sarvesh
Ila, Hiriyakkanavar
Junjappa, Hiriyakkanavar
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (18) : 7046 - 7051
[29] Mg3N2-assisted one-pot synthesis of 1,3-disubstituted imidazo[1,5-a]pyridine
Patil, Suhas G.
Jadhav, Jagannath S.
Sankpal, Sagar T.
RSC ADVANCES, 2020, 10 (20) : 11808 - 11815
[30] TiCl4: An efficient catalyst for one-pot synthesis of 1,2-dihydro-1-aryl-naphtho-[1,2-e][1,3]oxazin-3-one derivatives and their drug score analysis
Hunnur, Raveendra
Kamble, Ravindra
Dorababu, Atukuri
Kumar, B. Sunil
Bathula, Chinna
ARABIAN JOURNAL OF CHEMISTRY, 2017, 10 : S1760 - S1764

← 1 2 3 4 5 →