ISSN:
0170-2041
Keywords:
Pyridinethiones
;
Pyridinecarbonitriles
;
Thieno[2,3-b]pyridines
;
Nitriles
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The push-pull systems 1 and 7 undergo regioselective cyclization with cyanothioacetamide 2 leading to pyridinethiones 3 and 8. Subsequent S-alkylation affords the alkylthio derivatives 5 and 10. Thieno[2,3-b]pyridines 6 and 11 are formed by using an α-CH-acidic halogen compound as alkylating agent, followed by Thorpe-Ziegler reaction. The cyano group in 6d and 11d can be converted into an imidazoline ring by treatment with 1,2-diaminoethane hydrate and carbon disulfide. Structures are supported by spectral data as well as by X-ray analysis of 5d.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1993199301159
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