Cp*Rh(III)-Catalyzed Low Temperature C-H Allylation of N-Aryl-trichloro Acetimidamide

Overview

Journal J Org Chem

Publisher American Chemical Society

Specialty Chemistry

Date 2016 Dec 10

PMID 27934461

Citations 4

Authors

Suvankar Debbarma

Sourav Sekhar Bera

Modhu Sudan Maji

Affiliations

Soon will be listed here.

Abstract

The readily synthesized trichloro acetimidamide was found to be an excellent directing group for the directed C-H-allylation reactions. Depending on the allylating agent used, selectively either mono- or diallylated products were readily synthesized. Moreover, the trichloro acetimidamide directing group was found to be highly efficient even at lower temperature for the C-H-allylation reaction. Due to mildness of the reaction conditions, double bond isomerization or cyclization to indole side product was not observed.

Citing Articles

Late-stage -C-H alkenylation of 2-arylindazoles in aqueous medium by Manganese(i)-catalysis.

Das K, Ghosh A, Hajra A RSC Adv. 2022; 12(30):19412-19416.

PMID: 35865587 PMC: 9251645. DOI: 10.1039/d2ra03547b.

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.

Rhodium(iii)-catalyzed C-H allylation of indoles with allyl alcohols via β-hydroxide elimination.

Wu X, Ji H Org Biomol Chem. 2018; 16(31):5691-5698.

PMID: 30047974 PMC: 6135611. DOI: 10.1039/c8ob01394b.

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

Wu X, Ji H Org Lett. 2018; 20(8):2224-2227.

PMID: 29584438 PMC: 7771326. DOI: 10.1021/acs.orglett.8b00567.