Facile Synthesis of NH-Free 5-(Hetero)Aryl-Pyrrole-2-Carboxylates by Catalytic C–H Borylation and Suzuki Coupling.

Autor: Kanwal, Saba, Ann, Noor-ul-, Fatima, Saman, Emwas, Abdul-Hamid, Alazmi, Meshari, Gao, Xin, Ibrar, Maha, Zaib Saleem, Rahman Shah, Chotana, Ghayoor Abbas, Pérez Sestelo, José, Sarandeses, Luis A.
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Zdroj: Molecules; May2020, Vol. 25 Issue 9, p2106, 1p
Abstrakt: A convenient two-step preparation of NH-free 5-aryl-pyrrole-2-carboxylates is described. The synthetic route consists of catalytic borylation of commercially available pyrrole-2-carboxylate ester followed by Suzuki coupling without going through pyrrole N–H protection and deprotection steps. The resulting 5-aryl substituted pyrrole-2-carboxylates were synthesized in good- to excellent yields. This synthetic route can tolerate a variety of functional groups including those with acidic protons on the aryl bromide coupling partner. This methodology is also applicable for cross-coupling with heteroaryl bromides to yield pyrrole-thiophene, pyrrole-pyridine, and 2,3'-bi-pyrrole based bi-heteroaryls. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index
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