Visible-Light Photocatalytic Difluoroalkylation-Induced 1, 2-Heteroarene Migration of Allylic Alcohols in Batch and Flow

The Journal of Organic Chemistry
Xiao-Jing Wei, Timothy Noël

Abstract

A convenient method for the preparation of sp3-rich heterocycles is reported. The method comprises a photocatalytic difluoroalkylation-induced 1,2-heteroarene migration of allylic alcohols. Here we describe for the first time the benefits of using flow to facilitate such migration reactions, including shorter reaction times, higher selectivities, and opportunities to scale the chemistry.

References

Oct 16, 2009·Journal of Medicinal Chemistry·Frank LoveringChristine Humblet
May 9, 2015·Chemical Society Reviews·Zhi-Min ChenYong-Qiang Tu
Dec 23, 2015·Chemistry : a European Journal·Yuwen ZengJinbo Hu
Jun 4, 2016·The Journal of Organic Chemistry·Cecilia BottecchiaTimothy Noël
Jul 28, 2016·Chemical Society Reviews·M MovsisyanC V Stevens
Sep 7, 2016·Angewandte Chemie·David G TwiggDavid R Spring
Jan 14, 2017·Chemical Reviews·Yudong YangJingsong You
Apr 27, 2017·Chemical Reviews·Kei MurakamiKenichiro Itami
Jul 12, 2017·The Journal of Organic Chemistry·Gabriele LaudadioTimothy Noël
Nov 23, 2017·Angewandte Chemie·Xinjun Tang, Armido Studer

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Citations

May 20, 2020·Chemistry : a European Journal·Thomas H Rehm
Dec 11, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Sebastián Barata-Vallejo, Al Postigo
Nov 5, 2019·Advanced Synthesis & Catalysis·Agostinho LemosAndré Luxen
May 16, 2019·The Journal of Organic Chemistry·Zi-Hao XiaSong Ye
Jul 25, 2020·Accounts of Chemical Research·Xinxin Wu, Chen Zhu
Jul 10, 2019·Organic Letters·Mukta SingsardarAlakananda Hajra

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Methods Mentioned

BETA
column chromatography
NMR

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