Weak Coordinating Carbonyl-Directed Rhodium(III)-Catalyzed C-H Activation at the C4-Position of Indole with Allyl Alcohols

Sherikar, MS and Devarajappa, R and Prabhu, KR (2020) Weak Coordinating Carbonyl-Directed Rhodium(III)-Catalyzed C-H Activation at the C4-Position of Indole with Allyl Alcohols. In: Journal of Organic Chemistry, 85 (8). pp. 5516-5524.

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Abstract

A weakly coordinating carbonyl-directed coupling of allyl alcohols at the C-4 position of indole derivatives under the C-H activation conditions catalyzed by Rh(III) is reported. This results in alkylation at the C-4 position of indole derivatives exclusively. The obtained product forms a tricyclic derivative under aldol reaction conditions, which can be a potential precursor for synthesizing a few alkaloid molecules such as ergot, hapalindole alkaloids, and related heterocyclic compounds. Copyright © 2020 American Chemical Society.

Item Type:	Journal Article
Publication:	Journal of Organic Chemistry
Publisher:	American Chemical Society
Additional Information:	copy right for this article belongs to American Chemical Society
Keywords:	Activation analysis; Alkaloids; Catalysis; Chemical activation; Condensation reactions; Ketones; Polycyclic aromatic hydrocarbons; Synthesis (chemical), Aldol reactions; Allyl alcohols; C-h activation; Heterocyclic compound; Indole derivatives; Product forms; Rhodium (III); Tricyclic derivatives, Rhodium compounds, alkaloid; allyl alcohol; carbonyl derivative; indole; rhodium; rhodium(III); unclassified drug, Article; chemical reaction; chemical structure
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	28 Nov 2024 06:48
Last Modified:	28 Nov 2024 06:48
URI:	http://eprints.iisc.ac.in/id/eprint/65613

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