Visible-Light-Driven, Palladium-Catalyzed Heck Reaction of Internal Vinyl Bromides with Styrenes

Yunlong Li; Haibo Liu; Zilong Huang; Yuan He; Bao Hua Xu; Hongmei Wang; Zhengkun Yu

doi:10.1021/acs.joc.1c00838

Visible-Light-Driven, Palladium-Catalyzed Heck Reaction of Internal Vinyl Bromides with Styrenes

Yunlong Li, Haibo Liu, Zilong Huang, Yuan He, Bao Hua Xu, Hongmei Wang^*, Zhengkun Yu^*

^*Corresponding author for this work

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

4 Citations (Scopus)

Abstract

Functionalized 1,3-dienes were efficiently accessed from visible-light-driven, palladium-catalyzed Heck reaction of S,S-functionalized internal vinyl bromides with styrenes under mild conditions. This Heck reaction showcased tolerance of a wide array of functional groups, afforded the target products in moderate to excellent yields through a radical reaction pathway. The resultant diene products could be further transformed to highly functionalized trisubstituted furan derivatives.

Original language	English
Pages (from-to)	8402-8413
Number of pages	12
Journal	Journal of Organic Chemistry
Volume	86
Issue number	12
DOIs	https://doi.org/10.1021/acs.joc.1c00838
Publication status	Published - 18 Jun 2021
Externally published	Yes

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10.1021/acs.joc.1c00838

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title = "Visible-Light-Driven, Palladium-Catalyzed Heck Reaction of Internal Vinyl Bromides with Styrenes",

abstract = "Functionalized 1,3-dienes were efficiently accessed from visible-light-driven, palladium-catalyzed Heck reaction of S,S-functionalized internal vinyl bromides with styrenes under mild conditions. This Heck reaction showcased tolerance of a wide array of functional groups, afforded the target products in moderate to excellent yields through a radical reaction pathway. The resultant diene products could be further transformed to highly functionalized trisubstituted furan derivatives.",

author = "Yunlong Li and Haibo Liu and Zilong Huang and Yuan He and Xu, {Bao Hua} and Hongmei Wang and Zhengkun Yu",

note = "Publisher Copyright: {\textcopyright} 2021 American Chemical Society.",

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doi = "10.1021/acs.joc.1c00838",

language = "English",

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T1 - Visible-Light-Driven, Palladium-Catalyzed Heck Reaction of Internal Vinyl Bromides with Styrenes

AU - Li, Yunlong

AU - Liu, Haibo

AU - Huang, Zilong

AU - He, Yuan

AU - Xu, Bao Hua

AU - Wang, Hongmei

AU - Yu, Zhengkun

PY - 2021/6/18

Y1 - 2021/6/18

N2 - Functionalized 1,3-dienes were efficiently accessed from visible-light-driven, palladium-catalyzed Heck reaction of S,S-functionalized internal vinyl bromides with styrenes under mild conditions. This Heck reaction showcased tolerance of a wide array of functional groups, afforded the target products in moderate to excellent yields through a radical reaction pathway. The resultant diene products could be further transformed to highly functionalized trisubstituted furan derivatives.

AB - Functionalized 1,3-dienes were efficiently accessed from visible-light-driven, palladium-catalyzed Heck reaction of S,S-functionalized internal vinyl bromides with styrenes under mild conditions. This Heck reaction showcased tolerance of a wide array of functional groups, afforded the target products in moderate to excellent yields through a radical reaction pathway. The resultant diene products could be further transformed to highly functionalized trisubstituted furan derivatives.

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U2 - 10.1021/acs.joc.1c00838

DO - 10.1021/acs.joc.1c00838

M3 - Article

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SN - 0022-3263

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EP - 8413

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 12

ER -

Visible-Light-Driven, Palladium-Catalyzed Heck Reaction of Internal Vinyl Bromides with Styrenes

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