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Tetrahedron

Synthetic use of 1, 1, 2, 2-tetraphenyldisilane for the preparation of biaryls through the intramolecular free radical ipso-substitution of N-(2-bromoaryl) …

A Ryokawa, H Togo

文献索引:Ryokawa, Atsushi; Togo, Hideo Tetrahedron, 2001 , vol. 57, # 28 p. 5915 - 5921

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被引用次数: 35

摘要

Treatment of various N-methyl-N-(2-bromoaryl) arenesulfonamides (1a–g, 1i, and 1m) with 1, 1, 2, 2-tetraphenyldisilane and AIBN under heating conditions gave the corresponding biaryl products (2a–g, 2i, and 2m) in moderate yields through the intramolecular radical ipso- substitution. However, N–H free N-(2-bromoaryl) arenesulfonamides 1h and 2-bromoaryl arenesulfonate 1j did not give the corresponding biarys. 1, 1, 2, 2-Tetraphenyldisilane is ...