Synthesis of Benzo[b]thiophenes through Rhodium-Catalyzed Three-Component Reaction using Elemental Sulfur

Moon, Sanghun; Kato, Moena; Nishii, Yuji; Miura, Masahiro

doi:https://doi.org/10.1002/adsc.202000112

Synthesis of Benzo[b]thiophenes through Rhodium-Catalyzed Three-Component Reaction using Elemental Sulfur

Moon, Sanghun; Kato, Moena; Nishii, Yuji et al.

Advanced Synthesis and Catalysis, 2020, 362(8), 1669-1673

アクセス数:308件（2025-08-14 17:08 集計）

固定URL: https://hdl.handle.net/11094/92781

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タイトル	Synthesis of Benzo[b]thiophenes through Rhodium-Catalyzed Three-Component Reaction using Elemental Sulfur
著者	著者名 Moon, Sanghun
	著者名 Kato, Moena
	NRID 1000070773787 1000070773787 ORCID 0000-0002-6824-0639 0000-0002-6824-0639 researchmap permalink y_nishii y_nishii Scopus Author ID 55233363700 55233363700 著者名 Nishii, Yuji
	NRID 1000020183626 1000020183626 ORCID 0000-0001-8288-6439 0000-0001-8288-6439 researchmap permalink read0013936 read0013936 Scopus Author ID 7402799909 7402799909 著者名 Miura, Masahiro
キーワード等	C−H activation
	Elemental sulfur
	Multicomponent reactions
	Rhodium
	Thiophene
内容	This is the peer reviewed version of the following article: Moon S., Kato M., Nishii Y., et al. Synthesis of Benzo[b]thiophenes through Rhodium-Catalyzed Three-Component Reaction using Elemental Sulfur. Advanced Synthesis and Catalysis 362, 1669 (2020); which has been published in final form at https://doi.org/10.1002/adsc.202000112. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited.
抄録	A benzo[b]thiophene synthesis by Rh-catalyzed three-component coupling reaction of arylboronic acids, alkynes, and elemental sulfur (S8) is developed. A notable feature of this protocol is that the thienannulation (thiophene annulation) proceeds with high regioselectivity via the sequential alkyne insertion, C−H activation, and then sulfur atom transfer to the metallacycle intermediate. In a similar manner, dibenzothiophenes can be synthesized from the parent biarylboronic acids and S8. (Figure presented.).
出版者	Wiley
収録物名	Advanced Synthesis and Catalysis
巻(号)	362(8)
ページ	1669-1673
刊行年月	2020-04-17
言語	英語
ハンドルURL	https://hdl.handle.net/11094/92781
PISSN	16154150
eISSN	16154169
関連情報 (isVersionOf)	DOI (出版社版) https://doi.org/10.1002/adsc.202000112
アクセス権	open access
権利情報	© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
出版タイプ	Accepted Manuscript
カテゴリ	学術雑誌論文 Journal Article

資源タイプ	学術雑誌論文
ローカル資源タイプ	学術雑誌論文
DCMI資源タイプ	text
DCTERMS.bibliographicCitation	Advanced Synthesis and Catalysis. 2020, 362(8), p. 1669-1673
DC.title	Synthesis of Benzo[b]thiophenes through Rhodium-Catalyzed Three-Component Reaction using Elemental Sulfur
DC.creator	Moon, Sanghun
	Kato, Moena
	Nishii, Yuji
	Miura, Masahiro
DC.publisher	Wiley
DC.language' scheme='DCTERMS.RFC1766	英語
DC.type' scheme='DCTERMS.DCMIType	text
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2020-04-17
DC.identifier	https://doi.org/10.1002/adsc.202000112
DC.subject	C−H activation
	Elemental sulfur
	Multicomponent reactions
	Rhodium
	Thiophene
DC.description	This is the peer reviewed version of the following article: Moon S., Kato M., Nishii Y., et al. Synthesis of Benzo[b]thiophenes through Rhodium-Catalyzed Three-Component Reaction using Elemental Sulfur. Advanced Synthesis and Catalysis 362, 1669 (2020); which has been published in final form at https://doi.org/10.1002/adsc.202000112. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited.
DCTERMS.abstract	A benzo[b]thiophene synthesis by Rh-catalyzed three-component coupling reaction of arylboronic acids, alkynes, and elemental sulfur (S8) is developed. A notable feature of this protocol is that the thienannulation (thiophene annulation) proceeds with high regioselectivity via the sequential alkyne insertion, C−H activation, and then sulfur atom transfer to the metallacycle intermediate. In a similar manner, dibenzothiophenes can be synthesized from the parent biarylboronic acids and S8. (Figure presented.).
DC.rights	© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
DC.format	92781
citation_title	Synthesis of Benzo[b]thiophenes through Rhodium-Catalyzed Three-Component Reaction using Elemental Sulfur
citation_author	Moon, Sanghun
	Kato, Moena
	Nishii, Yuji
	Miura, Masahiro
citation_publisher	Wiley
citation_language	英語
citation_date	2020-04-17
citation_journal_title	Advanced Synthesis and Catalysis
citation_volume	362
citation_issue	8
citation_firstpage	1669
citation_lastpage	1673
citation_doi	https://doi.org/10.1002/adsc.202000112
citation_public_url	https://hdl.handle.net/11094/92781

Synthesis of Benzo[b]thiophenes through Rhodium-Catalyzed Three-Component Reaction using Elemental Sulfur

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