Furopyridines.<b>XXIX</b>. Reactions of furo[2,3-<i>b</i>:4,5-<i>c</i>‘]-, -[3,2-<i>b</i>:-4,5-<i>c</i>’]-, -[2,3-<i>c</i>:4,5-<i>c</i>‘]- and -[3,2-<i>c</i>:3,2-<i>c</i>’]dipyridine
作者:Seiji Yamaguchi、Keiko Orito、Noriko Shimizu、Katsunori Taniguchi、Hideo Saitoh、Masahide Kurosaki、Hajime Yokoyama、Yoshiro Hirai、Shunsaku Shiotani
DOI:10.1002/jhet.5570360113
日期:1999.1
Furo[2,3-b:4,5-c‘]- 1a, -[3,2-b:4,5-c’]- 1b, -[2,3-c:4,5-c‘]- 1c and -[3,2-c:4,5-c’]dipyridine 1d were derived to the N-oxides 2a-d, N‘-oxides 2′b, 2′c or N,N’-dioxide 3b-d by N-oxidation with m-chloroperbenzoic acid. Chlorination of these N-oxides, N′-oxide and N,N′-dioxides with phosphorus oxychloride afforded compounds chlorinated at the α-position(s) to the ring nitrogen 4a-d, 4′c, 14b-d and 14′b
Furo [2,3- b:4,5- c ']- 1a,-[3,2- b:4,5- c ']- 1b,-[2,3-c:4,5- c ' ] - 1C和- [3,2- ç:4,5- ç ']二吡啶1D推导到ñ -oxides图2a-d ,ñ ' -oxides 2'B,2'C或N,N- “二氧化物图3b-d的通过ñ氧化作用与米氯过苯甲酸。这些N-氧化物,N'-氧化物和用三氯氧化磷的N,N′-二氧化物提供了在α-位氯化的化合物,其环氮为4a-d,4'c,14b-d和14'b。用乙酸酐对N-氧化物2a-d和2'c进行乙氧基化可得到相应的吡啶酮化合物6a-d和6'c,产率很高,而N,N'-二氧化物的乙酰氧基化可得到复杂的混合物,没有化合物可以被隔离。的氰化图2a-d,2'C和图3b-d与氰化三甲基硅烷,得到氰基化合物7A-d ,7'c,氰基-N-氧化物15b-d和二氰基化合物15'c和15'd。通过