Copper-catalyzed domino synthesis of benzo[b]thiophene/imidazo[1,2-a]pyridines by sequential Ullmann-type coupling and intramolecular C(sp2)–H thiolation?
Organic Chemistry Frontiers Pub Date: 2015-11-17 DOI: 10.1039/C5QO00311C
Abstract
The copper-catalyzed double C–S bond formation via Ullmann-type S-arylation and C–H thiolation using K2S as a sulfur source is described. This novel one-step sulfur-incorporation method provides a straightforward avenue to benzo[b]thiophene and imidazo[1,2-a]pyridine frameworks.
![Graphical abstract: Copper-catalyzed domino synthesis of benzo[b]thiophene/imidazo[1,2-a]pyridines by sequential Ullmann-type coupling and intramolecular C(sp2)–H thiolation](http://scimg.chem960.com/usr/1/C5QO00311C.jpg)
Recommended Literature
- [1] Emulsion soft templating of carbide-derived carbon nanospheres with controllable porosity for capacitive electrochemical energy storage? M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. KaskelJ. Mater. Chem. A, 2015,3, 17983-17990 10.1039/C5TA03730A
- [2] Excitable dynamics in the bromate–sulfite–ferrocyanide reaction J. Zagora,M. Vosla?,L. Schreiberová,I. SchreiberPhys. Chem. Chem. Phys., 2002,4, 1284-1291 10.1039/B110048C
- [3] Distinct correlation between (CN2)x units and pores: a low-cost method for predesigned wide range control of micropore size of porous carbon? Xiaotong Feng,Lei Bian,Jie Ma,Lei Zhou,Xiayan Wang,Guangsheng Guo,Qiaosheng PuChem. Commun., 2019,55, 3963-3966 10.1039/C9CC01213C
- [4] Evolved polymerases facilitate selection of fully 2′-OMe-modified aptamers? Zhixia Liu,Tingjian Chen,Floyd E. RomesbergChem. Sci., 2017,8, 8179-8182 10.1039/C7SC03747C
- [5] Dissociation of aryl sulfonyl phthalimide radical anions: relevance to the biological activity of arylsulfonyl amides? Abdelaziz Houmam,Emad M. HamedChem. Commun., 2012,48, 11328-11330 10.1039/C2CC36835H
- [6] Dissociative dynamics of O2 on Ag(110)? Ivor Lon?ari?Phys. Chem. Chem. Phys., 2015,17, 9436-9445 10.1039/C4CP05900J
- [7] Emulsion technologies for multicellular tumour spheroid radiation assays? Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele ZagnoniAnalyst, 2016,141, 100-110 10.1039/C5AN01382H
- [8] Establishing the accuracy of position-specific carbon isotope analysis of propane by GC-pyrolysis-GC-IRMS ChangjieLiu,PengLiu,XiaofengWang,XiaoqiangLi,JuskeHorita 10.1002/rcm.9494
- [9] Fc microparticles can modulate the physical extent and magnitude of complement activity? David White,Sean R. StowellBiomater. Sci., 2017,5, 463-474 10.1039/C6BM00608F
- [10] Establishing new scaling relations on two-dimensional MXenes for CO2 electroreduction? Albertus D. Handoko,Khoong Hong Khoo,Teck Leong Tan,Hongmei Jin,Zhi Wei SehJ. Mater. Chem. A, 2018,6, 21885-21890 10.1039/C8TA06567E
Journal Name：Organic Chemistry Frontiers
research_products
-
CAS no.: 89640-58-4
![N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide](https://ossimg.kuujia.com/scimg/1444500/1444113-98-7x500.png)
![1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol](https://ossimg.kuujia.com/scimg/1271000/1270529-38-8x500.png)
![2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid](https://ossimg.kuujia.com/scimg/2138500/2138166-62-6x500.png)
![2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide](https://ossimg.kuujia.com/scimg/2034500/2034271-14-0x500.png)