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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Main Authors: Ling Qin, Hui-bin Wu, Lidong Weng, Qun Shen, Huoji Chen
Format: Article
Language:English
Published: Georg Thieme Verlag KG 2020-04-01
Series:SynOpen
Subjects:
Online Access:http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1707517
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spelling 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
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