Bis 2-furyl

Ethyl 6,7-dimethoxy-3-methylin-dene-2-carboxylate, 40, 43 Ethylene, addition to piperidine, 43, 45 5,5 -Ethylene-l,2-bis-(2-furyl)-ethane,... 

A variety of 1-aryl-2-vinylcyclopropanes with a heterocyclic aryl group have been prepared by direct photolysis of the corresponding aryldiazomethanes in the corresponding but-1,3-dienes. All the heteroarylcarbenes employed, viz. pyridylcarbene, furylcarbene and thienylcar-bene, gave low yields (< 15 /o) of cyclopropanes. The main product was the corresponding azine, but minor amounts of stilbene were also obtained. Thus, when 2-furyldiazomethane was irradiated in but-1,3-diene at — 40°C furfuralazine (20c) was isolated in 18% yield, l-(2-furyl)-2-vinylcyclopropane (21c, R = H) was obtained in 8% yield, and 1,2-bis(2-furyl)ethene (22c, R = H) was formed in 0.8 /o yield. ... 

When X = H the reaction goes easily but when X = Cl or Br transfer is more difficult. Bis(2-furyl)arsinic acid does not react, and tris(3-furyl)arsine yields a 1 1 mercuric chloride complex, no cleavage taking place. 

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