Tetrahedron

Copper-catalyzed oxidative C‒H, N‒H coupling of azoles and thiophenes

S Mitsuda, T Fujiwara, K Kimigafukuro, D Monguchi…

Index: Mitsuda, Shinobu; Fujiwara, Taiki; Kimigafukuro, Katsuyoshi; Monguchi, Daiki; Mori, Atsunori Tetrahedron, 2012 , vol. 68, # 18 p. 3585 - 3590

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Citation Number: 32

Abstract

C‒H, N‒H coupling of azole and thiophene derivatives takes place in the presence of a catalytic amount of Cu (OAc) 2 and an additive. The reaction of azoles smoothly occurs with several amines and amides catalyzed by 20 mol% of Cu (OAc) 2–2PPh3 and 4 equiv of NaOAc under O2 or in the presence of Ag2CO3 under N2. The coupling reaction leads to a facile synthesis of a N-substituted analogue of 2, 5-diarylthiazole, which shows ...