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Paper | Regular issue | Vol 31, No. 8, 1990, pp.1513-1516
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5443
Deuterioformylation by the Oxonolysis of 2-Deuterio-5-phenyl- or 5-Deuterio-2-phenyloxazoles

Choji Kashima* and Hideki Arao

*Department of Chemistry, University of Tsukuba, 1-1-1 Ten-nodai, Tsukuba-shi, Ibaraki, 305-8571, Japan


The oxonolysis of 5-deuterio-2-phenyloxazole (1b) gave deuterioformic benzoic anhydride (3b) and N-formylbenzamide (4). The reaction of the ozonolysate of 1b with various nucleophiles is not practical due to the formation of 4. Since 2-deuterio-5-phenyloxazole (2b) gave 3b quantitatively under the same conditions, the ozonolysis of 2b is concluded to be a more practical and convenient preparation of the deuterioformylating agents.