ISSN:
0941-1216
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
About the Synthesis of 6-nitro-substituted 2H-Benzo[b]thiopyran Derivatives Starting from 2-Mercapto-5-nitro-benzaldehydeBenzene derivatives useful as C3S-building blocks for the synthesis of 2H-benzo[b]thiopyrans are not easily available. The synthesis starting with 2-chloro-benzaldehyde via 2-chloro-5-nitrobenzalde-hyde to 2-mercapto-5-nitro-benzaldehyde-tert-butylimin 1b and its cyclisation to 2H-benzo[b]thiopyrans (2a - h) and (3a - d) is described. By reaction with acceptor substituted alkenes, e.g. acroleine or ω-nitrostyrene respectively 2-chloro-propenes, e.g. substituted ß-chloroacroleines or 2-chloro-propene-1,3-dicarboxylates the compounds 2a - h and 3a - d are obtained. Vilsmeier's reaction of the diester 3d with DMF/POCl3 yields the formyl compound 4.
Additional Material:
4 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19923340209
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