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- W2950899570 abstract "Bromination of 2-methylfuropyridines 1a-d-Me gave the 3-bromo derivatives 2a-d, while the 2-cyano compounds 1a-d-CN resulted in the recovery of the starting compounds. Nitration of 1a-d-Me and 1a-d-CN did not yield the corresponding nitro derivative, except for 1-c-CN giving 3-nitro derivative 3c in 7% yield. N-Oxidation of 1a-d-Me and 1b-d-CN with m-chloroperbenzoic acid yielded the N-oxides 4a-d-Me and 4b-d-CN, whereas 1a-CN did not afford the N-oxide. Cyanation of N-oxides 4a-d-Me and 4b-d-CN with trimethylsilyl cyanide gave the corresponding α-cyanopyridine compounds 5a-d-Me and 5b-d-CN. Chlorination of 4a-d-Me and 4b-d-CN with phosphorus oxychloride also gave the α-chloropyridine compounds 6b-d-Me and 6b-d-CN, accompanying formation of γ-chloropyridine 6a-Me, 6′b-Me and 6′b-CN, β-chloropyridine 6′b-CN, and α'-chloropyridine derivatives 6′c-Me and 6′c-CN. Acetoxylation of 4a-d-Me and 4b-d-CN with acetic anhydride yielded α-acetoxypyridine compounds 7a-Me and 7b-CN, pyridone compounds 11d-Me, 11c-CN and 11d-CN, 3-acetoxy compounds 8, 9b, 9c, and 2-acetoxymethyl derivatives 10b and 10c." @default.
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- W2950899570 date "1998-11-01" @default.
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- W2950899570 title "Furopyridines.<b>XXVII</b>. Reactions of 2-methyl and 2-cyano derivatives of furo[2,3-<i>b</i>]-, -[3,2-<i>b</i>]-, - [2,3-<i>c</i>]- and -[3,2-<i>c</i>]pyridine" @default.
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- W2950899570 doi "https://doi.org/10.1002/jhet.5570350601" @default.
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