Reaction of 4-bromo-1, 2-dimethylbenzene with various nucleophiles via aryne reaction

ER Biehl, A Razzuk, MV Jovanovic…

文献索引：Biehl, Edward R.; Razzuk, Aziz; Jovanovic, Misa V.; Khanapure, Subhash P. Journal of Organic Chemistry, 1986 , vol. 51, # 26 p. 5157 - 5160

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被引用次数: 11

摘要

0, R= C-Hx h. R= n-oct e, R= sec-BU with secondary amines and potassium amide afforded mainly Nfl-dialkyl-3, 4-xylidines 12 in 72-88% yields and small quantities of N, N-dialkyl-2, 3- xylidines 11 in yields generally less than 10%(eq 2). The results are listed in Table Ib. The amine product distribution from both reactions was heavily in favor of the 4-substituted product, indicating that aryne 3 is formed preferentially from 4a. For example, the product ...