Aerobic Iron(III)-Catalyzed Direct Thiolation of Imidazo[1,2-a]pyridine with Thiols
Abstract A novel and efficient iron(III)-catalyzed regioselective C-3 sulfenylation of imidazo[1,2-a]pyridines with thiols under oxygen atmosphere has been developed. The reaction proceeds in moderate to good yields with a broad range of substrates, providing a novel, efficient and green route for a...
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Georg Thieme Verlag KG
2020-04-01
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Online Access: | http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1707517 |
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doaj-ea092d0b22c940d3b2464eff5a9f046c2020-11-25T03:31:21ZengGeorg Thieme Verlag KGSynOpen2509-93962020-04-010402172210.1055/s-0040-1707517Aerobic Iron(III)-Catalyzed Direct Thiolation of Imidazo[1,2-a]pyridine with ThiolsLing Qin0Hui-bin Wu1Lidong Weng2Qun Shen3Huoji Chen4Department of Pharmaceutics, Nanfang HospitalDepartment of Pharmaceutics, Nanfang HospitalSchool of Traditional Chinese MedicineSchool of Traditional Chinese MedicineSchool of Traditional Chinese MedicineAbstract A novel and efficient iron(III)-catalyzed regioselective C-3 sulfenylation of imidazo[1,2-a]pyridines with thiols under oxygen atmosphere has been developed. The reaction proceeds in moderate to good yields with a broad range of substrates, providing a novel, efficient and green route for accessing synthetically useful C3-sulfenated imidazo-[1,2-a]pyridines. Moreover, the fluoride-containing C3-sulfenated imidazo-[1,2-a]pyridine 3ai exhibited superior anticancer activity and good safety profiles.http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1707517iron-catalyzedthiolationimidazo[1,2-a]pyridinethiolsanticancer activity |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Ling Qin Hui-bin Wu Lidong Weng Qun Shen Huoji Chen |
spellingShingle |
Ling Qin Hui-bin Wu Lidong Weng Qun Shen Huoji Chen Aerobic Iron(III)-Catalyzed Direct Thiolation of Imidazo[1,2-a]pyridine with Thiols SynOpen iron-catalyzed thiolation imidazo[1,2-a]pyridine thiols anticancer activity |
author_facet |
Ling Qin Hui-bin Wu Lidong Weng Qun Shen Huoji Chen |
author_sort |
Ling Qin |
title |
Aerobic Iron(III)-Catalyzed Direct Thiolation of Imidazo[1,2-a]pyridine with Thiols |
title_short |
Aerobic Iron(III)-Catalyzed Direct Thiolation of Imidazo[1,2-a]pyridine with Thiols |
title_full |
Aerobic Iron(III)-Catalyzed Direct Thiolation of Imidazo[1,2-a]pyridine with Thiols |
title_fullStr |
Aerobic Iron(III)-Catalyzed Direct Thiolation of Imidazo[1,2-a]pyridine with Thiols |
title_full_unstemmed |
Aerobic Iron(III)-Catalyzed Direct Thiolation of Imidazo[1,2-a]pyridine with Thiols |
title_sort |
aerobic iron(iii)-catalyzed direct thiolation of imidazo[1,2-a]pyridine with thiols |
publisher |
Georg Thieme Verlag KG |
series |
SynOpen |
issn |
2509-9396 |
publishDate |
2020-04-01 |
description |
Abstract
A novel and efficient iron(III)-catalyzed regioselective C-3 sulfenylation of imidazo[1,2-a]pyridines with thiols under oxygen atmosphere has been developed. The reaction proceeds in moderate to good yields with a broad range of substrates, providing a novel, efficient and green route for accessing synthetically useful C3-sulfenated imidazo-[1,2-a]pyridines. Moreover, the fluoride-containing C3-sulfenated imidazo-[1,2-a]pyridine 3ai exhibited superior anticancer activity and good safety profiles. |
topic |
iron-catalyzed thiolation imidazo[1,2-a]pyridine thiols anticancer activity |
url |
http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1707517 |
work_keys_str_mv |
AT lingqin aerobicironiiicatalyzeddirectthiolationofimidazo12apyridinewiththiols AT huibinwu aerobicironiiicatalyzeddirectthiolationofimidazo12apyridinewiththiols AT lidongweng aerobicironiiicatalyzeddirectthiolationofimidazo12apyridinewiththiols AT qunshen aerobicironiiicatalyzeddirectthiolationofimidazo12apyridinewiththiols AT huojichen aerobicironiiicatalyzeddirectthiolationofimidazo12apyridinewiththiols |
_version_ |
1724572170069213184 |