ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The readily available alkyl dicyanoacetates 1 reacted with the 1,3-dipolar reagents arenecarbonitrile oxides 2′ and arenecarbonitrile imines 5′ to afford 1,2,4-oxadiazol and 1,2,4-triazol derivatives. The arenecarbonitrile oxides 2′ with electron-donating groups on the arene ring gave products 3a-d resulting from addition on both CN groups of 1, and those with electron-withdrawing groups provided mono-adducts 4a-e (Scheme 1). Arylnitrile imines 5′ reacted with 1 to offer both bis- and mono-addition products (Scheme 2); the bis-adducts 8a,b possess an ester structure, whereas the mono-adducts 6a-d present a ketene-hemiacetal structure.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19910740306
