Metal-free C(sp<sup>3</sup>)–H functionalization (C–C and C–N bond formation) of 1,2,3,4-tetrahydroacridines using deep eutectic solvents as catalyst and reaction medium-Reference-Cited by-同舟云学术

Metal-free C(sp³)–H functionalization (C–C and C–N bond formation) of 1,2,3,4-tetrahydroacridines using deep eutectic solvents as catalyst and reaction medium

Published:2024 Issue:7 Volume:22 Page:1434-1440
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Shirisha Thangellapally¹,Majhi Subir¹,Balasubramanian Sridhar²³,Kashinath Dhurke¹^ORCID

Affiliation:

1. Department of Chemistry, National Institute of Technology, Warangal-506 004, India

2. Centre for X-ray Crystallography, Department of Analytical & Structural Chemistry, CSIR-Indian Institute of Chemical Technology, Tarnaka, Uppal Road, Hyderabad-500007, Telangana, India

3. Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201 002, India

Abstract

A simple and efficient protocol for the addition of azodicarboxylates (C–N bond) and maleimides (C–C bond) at the C4-position of 1,2,3,4-tetrahydroacridines was achieved under metal-free conditions using deep eutectic solvents with high atom efficiency, regioselectivity, and yields.

Funder

Ministry of Education, Government of India

Science and Engineering Research Board

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/OB/D3OB01752D

Reference61 articles.

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2. C(sp3 )-H Functionalization of 2-Methyl Azaarenes: Highly Facile Approach to Aza-Heterocyclic Compounds

3. C(sp3)–H functionalization of methyl azaarenes: a calcium-catalyzed facile synthesis of (E)-2-styryl azaarenes and 2-aryl-1,3-bisazaarenes

4. Metal-free C(sp3)–H bond activation: first synthesis of diaryl-pyridinium-azaarene-butenolate zwitterionic salts on chalcones

5. Metal catalyzed C(sp3)–H bond amination of 2-alkyl azaarenes with diethyl azodicarboxylate

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