Tetrahedron Letters p. 7083 - 7086 (1997)
Update date:2022-08-16
Topics:
Yang, Dan
Yip, Yiu-Chung
Wang, Xue-Chao
Oxidative cleavage of aryl oxazoline 2 using methyl(trifluoromethyl)dioxirane la generated in situ provides the intermediate nitro-ester 8, which undergoes a basic hydrolysis to furnish benzoic acid 11. Even the hindered oxazoline 7 can be cleaved smoothly to afford 3,3'-dimethyl-2,2'-diphenic acid 16. All substituted benzoic acids 11-16 can be isolated in excellent yields (80-95 %).
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