Ruthenium(II)-Catalyzed Regio- and Stereoselective C-H Allylation of Indoles with Allyl Alcohols

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2018 Mar 28

PMID 29584438

Citations 6

Authors

Xiaowei Wu

Haitao Ji

Affiliations

Soon will be listed here.

Abstract

A ruthenium-catalyzed C-H allylation of indoles with allyl alcohols via β-hydroxide elimination is reported. Without external oxidants and expensive additives, this reaction features mild reaction conditions, compatibility with various functional groups, and good to excellent regioselectivity and stereoselectivity.

Citing Articles

Recent advances in theoretical studies on transition-metal-catalyzed regioselective C-H functionalization of indoles.

Ma H, Yu T, Chi L, Huang C, Li X, Zhang R J Mol Model. 2022; 28(9):267.

PMID: 35994132 DOI: 10.1007/s00894-022-05265-x.

Cobalt-catalyzed multisubstituted allylation of the chelation-assisted C-H bond of (hetero)arenes with cyclopropenes.

Ramachandran K, Anbarasan P Chem Sci. 2021; 12(40):13442-13449.

PMID: 34777763 PMC: 8528013. DOI: 10.1039/d1sc03476f.

Iridium-Catalyzed Enantioselective Intermolecular Indole C2-Allylation.

Rossi-Ashton J, Clarke A, Donald J, Zheng C, Taylor R, Unsworth W Angew Chem Int Ed Engl. 2020; 59(19):7598-7604.

PMID: 32091146 PMC: 7217203. DOI: 10.1002/anie.202001956.

Mild and Practical Indole C2 Allylation by Allylboration of in situ Generated 3-Chloroindolenines.

Saya J, van Wordragen E, Orru R, Ruijter E European J Org Chem. 2020; 2019(31-32):5156-5160.

PMID: 31894179 PMC: 6919337. DOI: 10.1002/ejoc.201801745.

Ruthenium-Catalyzed C-H Allylation of Alkenes with Allyl Alcohols via C-H Bond Activation in Aqueous Solution.

Wu X, Ji H J Org Chem. 2018; 83(19):12094-12102.

PMID: 30212630 PMC: 7771258. DOI: 10.1021/acs.joc.8b02063.

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