Furopyridines. XXIX. Reactions of furo[2,3-b:4,5-c‘]-, -[3,2-b:-4,5-c’]-, -[2,3-c:4,5-c‘]- and -[3,2-c:3,2-c’]dipyridine
✍ Scribed by Seiji Yamaguchi; Keiko Orito; Noriko Shimizu; Katsunori Taniguchi; Hideo Saitoh; Masahide Kurosaki; Hajime Yokoyama; Yoshiro Hirai; Shunsaku Shiotani
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1999
- Tongue
- English
- Weight
- 988 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0022-152X
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## Abstract Bromination of α‐cyanopyridine derivatives of furopyridines 1a‐d gave the 2,3‐dibromo‐2,3‐dihydro compounds 2a‐d in excellent yields. Treatment of 2a‐d with sodium hydroxide in methanol yielded compounds formed through the dehydrobromination and solvolysis of the nitrile. __N__‐Oxidatio
## 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 der
## Abstract Chlorination of the __N__‐oxides of furo[2,3‐__b__]‐ 1a, ‐[2,3‐__c__]‐ 1b and ‐[3,2‐c]pyridine 1c with phosphorus oxychloride afforded compounds substituted normally at the α‐ or λ‐position to the ring nitrogen, 2a, 2′a, 2b, 2c, 2′c and 2′c, and in addition, in the case of 1b, compounds