ISSN:
0075-4617
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Reactions of Triafulvenes with N-, S- and P-Ylides, I. Enol Betaines and TriafulvenesPyridinium-, diethylsulfonium- and triphenylphosphonium-enolbetaines (3, 16 and 17, respectively) react with cyclopropenones forming pyrones-(2) 5 (table 1). 3-Diacylmethylene-cyclopropenes yield 2-diacylmethylene-pyranes 14 with 3 and 16, while with 17 derivatives 21 of methylenecyclobutene. The structure of the different products is elucidated by means of spectral data, chemical reactions and independent syntheses. The mechanism of their formation is discussed.
Notes:
Pyridinium-, Diäthylsulfonium- und Triphenyl-phosphonium-enolbetaine (3 bzw. 16 bzw. 17) reagieren mit Cyclopropenonen zu Pyronen-(2) 5 (Tab. 1). 3-Diacylmethylen-cyclopropene ergeben mit 3 und 16 2-Diacylmethylen-pyrane 14, mit 17 jedoch Derivate 21 des Methylencyclobutens. Die Struktur der erhaltenen Produkte wird durch Spektren, chemische Reaktionen und unabhängige Synthesen gesichert; ihr Bildungsmechanismus wird diskutiert.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.19717460114
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