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

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• 作者：Efeturi A. Onoabedje ; Uchechukwu C. Okoro ; David W. Knight and Amitabha Sarkar
• 刊名：Journal of Heterocyclic Chemistry
• 出版年：2016
• 出版时间：November 2016
• 年：2016
• 卷：53
• 期：6
• 页码：1787-1794
• 全文大小：2235K
• ISSN：1943-5193

文摘

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.