Synthese von Fulvenen über 1-Chloralkyl-acetate

Synthesis of fulvenes via 1-chloroaklyl-acetates The synthesis of fulvenes (5) via l-chloroalkyl acetates (3) is extended to 6-alkyl-fulvenes with branched side-chains, to 6-phenylfulvene (5f) and 6-(2-furyl)fulvene (5g) , as well as to 6-vinylfulvenes ( 5h and 5i ) containing chlorine and acetoxy-substituents in ω-position. The reaction is carried out at low temperature under water-free conditions. The purification of the reaction products is simple. - An improved procedure for the preparation of pure fulvene ( 5a , R=R′=H) is reported.     

Carotinoidsynthesen über Sulfone; Synthese von Apocarotinoiden und Torularhodinester

The alkylation of conjugated arylsulfonyl ylids, prepared from the corresponding allylic sulfones (2 or 8), and allylic halides bearing terminal carbonylgroups (3 or 4) leads to polyene sulfones which readily undergo spontaneous elimination of the corresponding aryl sulfinates. By this method two apocarotenoids (5 and 6) and torularhodin ethyl ester (9) have been prepared.     

Synthese von Benzofulvenen und Dibenzofulvenen über 1-Chloralkyl-acetate

Synthesis of benzofulvenes and dibenzofulvenes via 1-chloroalkyl-acetates 1,2-Benzofulvene (6a) and 1,2,3,4-dibenzofulvene (7a) as well as the corresponding 6-methyl- and 6-phenyl-derivatives are prepared by reaction of sodium indenide and sodium fluorenide with 1-chloroalkyl acetates (3) , followed by elimination with KOC(CH₃)₃. The over-all yields are comparable with the results of the fulvene series and are in most cases considerably higher than the yields of the Thiele-method.