Issue 95, 2022

Synthesis of naphthalene-substituted aromatic esters via Rh(iii)-catalyzed C–H bond naphthylation and cascade directing group transformation

Abstract

A regioselective Rh(III)-catalyzed C–H bond naphthylation and cascade directing group (DG) transformation has been realized with aryl imidates and oxa bicyclic alkenes. Diverse naphthalene-substituted aromatic esters were synthesized fruitfully. The DG transformation into ester endows the strategy with chances of further C–H bond functionalization and derivatization. Preliminary mechanistic studies demonstrate that the ester carbonyl oxygen possibly originates from the corresponding oxa bicyclic alkene.

Graphical abstract: Synthesis of naphthalene-substituted aromatic esters via Rh(iii)-catalyzed C–H bond naphthylation and cascade directing group transformation

Supplementary files

Article information

Article type
Communication
Submitted
07 Oct 2022
Accepted
04 Nov 2022
First published
07 Nov 2022

Chem. Commun., 2022,58, 13230-13233

Synthesis of naphthalene-substituted aromatic esters via Rh(III)-catalyzed C–H bond naphthylation and cascade directing group transformation

Y. Cui, S. Li, H. Wang, J. Zeng, Y. Wang, X. Bu, X. Yang and Z. Zhao, Chem. Commun., 2022, 58, 13230 DOI: 10.1039/D2CC05484A

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