ISSN:
0009-2940
Keywords:
Diels-Alder reaction
;
Cycloaddition
;
Benzocycloheptenes
;
Tetracyanoethylenes
;
Triazolinediones
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The Diels-Alder reactions of 5H-benzocycloheptene (1) with tetracyanoethylene (TCNE) afforded the [2+2] and [4+2] cycloadducts 7, 8, and 10 and the benzodicyanoheptafulvalene 9. The norcaradiene product 10 was synthesized independently by cycloaddition of TCNE to 7H-benzocycloheptene (3). The addition of 4-methyl-1,2,4-triazoline-3,5-dione (MTAD) to 3 gave bis-urazole 13, which was formed by ene reaction followed by [4+2] cycloaddition. The spirocycloheptatriene 15 gave with 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD) the bisurazole 16.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19911240222
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