Aromatic Ring Oxidation to Quinones

A similar observation has been reported for the NO2BF4 induced oxidation of the bis-dihyd-roxylated compound 95b which yields a diquinone. [Pg.130]

Yamamoto, H. Ueda, K. Samankumara Sandanayake, K. R. A. Shinkai, S. Chem. Lett. 1995, 497. [Pg.130]

Only a few examples of calix[6]quinones are known in addition to the calix[6]hexaquinone (224c). Oxidation of the A,B,D,E-tetrakis(p-nitrobenzoate) of 6 with T1(0C0CF3)3 affords a 49%yield of the A,D-bisquinone 230, and oxidation of the A,C,E-trimethyl ether of 6 yields the A,C,E-triquinone 228c. Treatment of calixarenes with K3Fe(CN)g in the presence of 4-di-ethylamino-2-methylaniline yields indoanilinocalixarenes, a procedure that has [Pg.131]

A calix[4]arene monohemiketal carrying NOj groups at the m-positions of the quinone ring is obtained in 5% yield from the nitration of the EtOCH2CH2 ether of Reddy, P. A. Gutsche, C. D. J. Org. Ghent. 1993, 58, 3245. [Pg.131]

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