Iron-Catalyzed Synthesis of Substituted Thiazoles from Enamines and Elemental Sulfur through C-S Bond Formation

被引：48

作者：

Wu, Mingzhong ^{[1
]}

Jiang, Yong ^{[2
]}

An, Zhenyu ^{[1
]}

Qi, Zhenjie ^{[1
]}

Yan, Rulong ^{[1
]}

机构：

[1] Lanzhou Univ, Dept Chem, State Key Lab Appl Organ Chem, Lanzhou, Gansu, Peoples R China

[2] Yangtze Normal Univ, Sch Chem & Chem Engn, Chongqing, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2018年 / 360卷 / 21期

基金：

中国国家自然科学基金;

关键词：

Thiazoles; enamines; elemental sulfur; C-S bond; METAL-FREE CONDITIONS; REDOX CONDENSATION REACTION; SULFONYL HYDRAZIDES; HOMOPROPARGYLIC ALCOHOLS; O-HALONITROBENZENES; DIRECT THIOLATION; NATURAL-PRODUCTS; FACILE SYNTHESIS; MILD CONDITIONS; 3-COMPONENT;

D O I：

10.1002/adsc.201800693

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An atom economical approach for the synthesis of substituted thiazoles starting from enamines and elemental sulfur through the C-H functionalization/C-S bond formation is described. Under the optimized conditions, various substituted enamines reacted smoothly with elemental sulfur and the desired substituted thiazoles were generated in moderate to excellent yields.

引用

页码：4236 / 4240

页数：5

共 50 条

[41] Copper-Catalyzed Domino Synthesis of 2-Arylthiochromanones through Concomitant C-S Bond Formations Using Xanthate as Sulfur Source
Sangeetha, Subramani
Muthupandi, Pandi
Sekar, Govindasamy
ORGANIC LETTERS, 2015, 17 (24) : 6006 - 6009
[42] Preparation of Benzothiazoles and Heterocyclic Spiro Compounds Through Cu-catalyzed S-S Bond Cleavage and C-S Bond Formation
Minami, Keisuke
Minakawa, Maki
Uozumi, Yasuhiro
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (09)
[43] Role of TBATB in nano indium oxide catalyzed C-S bond formation
Prasanta Gogoi
Sukanya Hazarika
Pranjit Barman
Scientific Reports, 5
[44] Lewis Base Catalyzed C-S Bond Formation through Methyl C(sp3)-H Thiocyanation
不详
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (12)
[45] Formation of sulfide niobium complexes through C-S bond activation
Azevedo, NP
Lopes, ARG
Silva, RM
Speziali, NL
Abras, A
Horner, M
Burrow, RA
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 1998, 9 (03) : 279 - 285
[46] Iron-catalyzed C-C bond activation/C-O bond formation: Direct conversion of ketones to esters
Arzumanyan, Ashot V.
TETRAHEDRON LETTERS, 2017, 58 (50) : 4667 - 4671
[47] Visible-light-induced C-S bond formation in the synthesis of 2,4-disubstituted thiazoles through cascade difunctionalization of acetophenone: a greener approach
Rajput, Khushbu
Singh, Vishal
Mahaur, Priya
Singh, Sundaram
Srivastava, Vandana
ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (14) : 2774 - 2779
[48] Diaryl sulfides synthesis: copper catalysts in C-S bond formation
Chen, Lian
Fajer, Ali Noory
Yessimbekov, Zhanibek
Kazemi, Mosstafa
Mohammadi, Masoud
JOURNAL OF SULFUR CHEMISTRY, 2019, 40 (04) : 451 - 468
[49] Electrochemical intramolecular dehydrogenative C-S bond formation for the synthesis of benzothiazoles
Wang, Pan
Tang, Shan
Lei, Aiwen
GREEN CHEMISTRY, 2017, 19 (09) : 2092 - 2095
[50] Iron-Catalyzed π-Activated C-O Ether Bond Cleavage with C-C and C-H Bond Formation
Fan, Xiaohui
Cui, Xiao-Meng
Guan, Yong-Hong
Fu, Lin-An
Lv, Hao
Guo, Kun
Zhu, Hong-Bo
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (03) : 498 - 501

← 1 2 3 4 5 →