Fuctionalization of Linear and Angular Phenothiazine and Phenoxazine Ring Systems via Pd(0)/XPhos Mediated Suzuki-Miyaura Cross-coupling Reactions

Chloro‐substituted phenothiazines and phenoxazines were successfully derivatized with phenylboronic and styrylboronic acids using Suzuki–Miyaura cross‐coupling reaction catalyzed by Pd(0)/XPhos for the first time in good yields. The protocol employed 4 mol% Pd and 7 mol% XPhos with K3PO4 in acetonit...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2016-11, Vol.53 (6), p.1787-1794
Main Authors: Onoabedje, Efeturi A., Okoro, Uchechukwu C., Knight, David W., Sarkar, Amitabha
Format: Article
Language:English
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Summary:Chloro‐substituted phenothiazines and phenoxazines were successfully derivatized with phenylboronic and styrylboronic acids using Suzuki–Miyaura cross‐coupling reaction catalyzed by Pd(0)/XPhos for the first time in good yields. The protocol employed 4 mol% Pd and 7 mol% XPhos with K3PO4 in acetonitrile at 80°C. The reaction condition is compatible with carbonyl and unprotected N–H groups in substrates. Structural assignments were established by combined spectroscopic (UV, IR, 1H, and 13C NMR), MS, and elemental analytical data.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.2485