Indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes: Via an intramolecular cyclization and an ensuing palladium-catalyzed cross-coupling reaction with aryl halides

Xuan Di Song; Xiang Rui Li; Ya Wen Wang; Xue Qiang Chu; Weidong Rao; Haiyan Xu; Guo Zhi Han; Zhi Liang Shen

doi:10.1039/d0qo00632g

Indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes: Via an intramolecular cyclization and an ensuing palladium-catalyzed cross-coupling reaction with aryl halides

Xuan Di Song, Xiang Rui Li, Ya Wen Wang, Xue Qiang Chu, Weidong Rao, Haiyan Xu, Guo Zhi Han, Zhi Liang Shen

School of Chemistry and Moleculai Engineering

Research output: Contribution to journal › Article › peer-review

20 Scopus citations

Abstract

An efficient cobalt-catalyzed, indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via a cyclization/cross-coupling sequence was developed. The reactions proceeded effectively with wide functional group tolerance, leading to a wide variety of cyclic compounds, including cyclopentane, furan, pyrrolidine, octahydro-1H-indene, octahydro-benzofuran, hexahydro-4H-furo[2,3-b]pyran, and hexahydro-furo[2,3-b]furan, which are pivotal cores widely found in pharmaceutical and bioactive compounds.

Original language	English
Pages (from-to)	2703-2709
Number of pages	7
Journal	Organic Chemistry Frontiers
Volume	7
Issue number	18
DOIs	https://doi.org/10.1039/d0qo00632g
State	Published - 21 Sep 2020

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Song, X. D., Li, X. R., Wang, Y. W., Chu, X. Q., Rao, W., Xu, H., Han, G. Z., & Shen, Z. L. (2020). Indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes: Via an intramolecular cyclization and an ensuing palladium-catalyzed cross-coupling reaction with aryl halides. Organic Chemistry Frontiers, 7(18), 2703-2709. https://doi.org/10.1039/d0qo00632g

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title = "Indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes: Via an intramolecular cyclization and an ensuing palladium-catalyzed cross-coupling reaction with aryl halides",

abstract = "An efficient cobalt-catalyzed, indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via a cyclization/cross-coupling sequence was developed. The reactions proceeded effectively with wide functional group tolerance, leading to a wide variety of cyclic compounds, including cyclopentane, furan, pyrrolidine, octahydro-1H-indene, octahydro-benzofuran, hexahydro-4H-furo[2,3-b]pyran, and hexahydro-furo[2,3-b]furan, which are pivotal cores widely found in pharmaceutical and bioactive compounds.",

author = "Song, {Xuan Di} and Li, {Xiang Rui} and Wang, {Ya Wen} and Chu, {Xue Qiang} and Weidong Rao and Haiyan Xu and Han, {Guo Zhi} and Shen, {Zhi Liang}",

note = "Publisher Copyright: {\textcopyright} the Partner Organisations.",

year = "2020",

month = sep,

day = "21",

doi = "10.1039/d0qo00632g",

language = "英语",

volume = "7",

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journal = "Organic Chemistry Frontiers",

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Indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes: Via an intramolecular cyclization and an ensuing palladium-catalyzed cross-coupling reaction with aryl halides. / Song, Xuan Di; Li, Xiang Rui; Wang, Ya Wen et al.
In: Organic Chemistry Frontiers, Vol. 7, No. 18, 21.09.2020, p. 2703-2709.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes

T2 - Via an intramolecular cyclization and an ensuing palladium-catalyzed cross-coupling reaction with aryl halides

AU - Song, Xuan Di

AU - Li, Xiang Rui

AU - Wang, Ya Wen

AU - Chu, Xue Qiang

AU - Rao, Weidong

AU - Xu, Haiyan

AU - Han, Guo Zhi

AU - Shen, Zhi Liang

PY - 2020/9/21

Y1 - 2020/9/21

N2 - An efficient cobalt-catalyzed, indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via a cyclization/cross-coupling sequence was developed. The reactions proceeded effectively with wide functional group tolerance, leading to a wide variety of cyclic compounds, including cyclopentane, furan, pyrrolidine, octahydro-1H-indene, octahydro-benzofuran, hexahydro-4H-furo[2,3-b]pyran, and hexahydro-furo[2,3-b]furan, which are pivotal cores widely found in pharmaceutical and bioactive compounds.

AB - An efficient cobalt-catalyzed, indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via a cyclization/cross-coupling sequence was developed. The reactions proceeded effectively with wide functional group tolerance, leading to a wide variety of cyclic compounds, including cyclopentane, furan, pyrrolidine, octahydro-1H-indene, octahydro-benzofuran, hexahydro-4H-furo[2,3-b]pyran, and hexahydro-furo[2,3-b]furan, which are pivotal cores widely found in pharmaceutical and bioactive compounds.

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U2 - 10.1039/d0qo00632g

DO - 10.1039/d0qo00632g

M3 - 文章

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SN - 2052-4110

VL - 7

SP - 2703

EP - 2709

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 18

ER -

Indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes: Via an intramolecular cyclization and an ensuing palladium-catalyzed cross-coupling reaction with aryl halides

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