A facile synthesis of 2,3-disubstituted furo[2,3-b]pyridines
β Scribed by Gregory L. Beutner; Jeffrey T. Kuethe; Nobuyoshi Yasuda
- Publisher
- Elsevier Science
- Year
- 2009
- Tongue
- French
- Weight
- 174 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
In a three-step sequence starting from readily available starting materials, 2,3-carbon disubstituted furo[2,3-b]pyridines can be accessed in good yields and purity. Furo[2,3-b]pyridines bearing ester, amide and ketone groups at the 2-position can be prepared with a variety of aryl and alkyl groups at the 3position.
π SIMILAR VOLUMES
3-(3-Butynyloxy)-and 3-(4-pentnyfoxy)-1,2,4-triazines undergo facile intramolecular Diels-Alder reactions to yield 2,3-dihydrofuro(2,3-@pyridines and dihydropyrano(2,3-&)pyridines respectively. The former are readily dehydrogenated with DDQ to furo(2,3\_l$pyridines.
## Abstract Derivatives (2β8) of furo[2,3β__b__]pyridine having a substituent at the Ξ²βposition to the ring nitrogen were prepared from the 5βnitro compound 1 __via__ the Sandmeyer reaction.
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