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

Onoabedje Efeturi A. | Zendy; Okoro Uchechukwu C. | Zendy; Knight David W. | Zendy; Sarkar Amitabha | Zendy

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

Author(s) -

Onoabedje Efeturi A.,

Okoro Uchechukwu C.,

Knight David W.,

Sarkar Amitabha

Publication year - 2016

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.2485

Subject(s) - chemistry , acetonitrile , phenylboronic acid , phenoxazine , phenothiazine , ring (chemistry) , coupling reaction , suzuki reaction , palladium , medicinal chemistry , combinatorial chemistry , catalysis , organic chemistry , medicine , pharmacology

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 K 3 PO 4 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, 1 H, and 13 C NMR), MS, and elemental analytical data.

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