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Furan derivatives. LXXXV. Relative reactivity of furan and thiophene upon arylation with diazoaminobenzene and isopentyl nitrite

Ľ. Fišera, J. Kováč, and E. Komanová

Department of Organic Chemistry, Slovak Technical University, 880 37 Bratislava


Abstract: A new method for arylation of thiophene by a radical generated during an aprotic diazotization of derivatives of diazoaminobenzene with isopentyl nitrite is described. This method served for preparation of substituted 2-(X-phenyl)thiophene derivatives, where X = H, 4-Br, 4-Cl, 3-CI, 4-СНз, 4-OCH3 , 4 - NO2 , 4-COOCH3 . Arylation of benzene led to biphenyl. The relative reactivity of furan and thiophene has been established by arylation of a great excess of an equimolar mixture of furan and thiophene.

Full paper in Portable Document Format: 304a499.pdf


Chemical Papers 30 (4) 499–501 (1976)

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