Journal of Organic Chemistry p. 97 - 101 (1987)
Update date:2022-09-26
Topics:
Heine, Harold W.
Olsson, Carin
Bergin, Joseph D.
Foresman, James B.
Williams, Elizabeth A.
The o-quinone monoimide 1 reacts with the electron-rich aromatic reagents 1,3,5-trimethoxybenzene, 2-methoxythiophene, and 1-methyl-, 2-methyl-, and 1,2-dimethylindoles to give the N-2,4-dichloro-6-hydroxyphenyl derivatives of N-(2,4,6-trimethoxyphenyl)-, N-(5-methoxy-2-thienyl)-, N-(1-methyl-1H-indol-3-yl)-, N-(2-methyl-1H-indol-3-yl)-, and N-(1,2-dimethyl-1H-1-indol-3-yl)-4-nitrobenzamides, compounds 8, 10, and 19a-c, respectively.Treatment of 1 with 2-methoxyfuran forms the 2-benzoxazolyl-2-propenoate 14.
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