ISSN:
0570-0833
Keywords:
Ketones
;
Sulfur
;
Amines
;
Heterocycles
;
Synthetic methods
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A large number of preparatively interesting compounds have become readily available by the simultaneous action of sulfur and ammonia or amines on ketones. Direct syntheses of Δ3-thiazolines, Δ3-imidazoline-5-thiones, 5,6-dihydro-4H-1,4-thiazines, and the 1,2,3,4,5,6-hexathiocane system from ketones, sulfur, and ammonia or amines, and further possibilities for the synthesis of these heterocyclic systems have been proposed. Other heterocycles containing N or N and S (thiazoles, thiophenes, thiazolidines, tetrahydrothiazolo[2,3-c]-1,4-thiazines, thiomorpholines, 4-amino-2H-imidazoles, etc.) are readily obtainable by further reactions of these compounds. Hydrolysis of the Δ3-thiazolines yields α-mercapto ketones, which are the starting materials for other syntheses. Most of the syntheses described proceed at room temperature and at normal pressure.
Additional Material:
10 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/anie.196709071
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