Preparation and characterization of “furanoradialene” (tetramethylene - tetrahydrofuran)

✍ Scribed by J. Jullien; J.M. Pechine; F. Perez; J.J. Piade

• Book ID: 104237272
• Publisher: Elsevier Science
• Year: 1980
• Tongue: French
• Weight: 120 KB
• Volume: 21
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)85570-2

✦ Synopsis

sE== : Tetramethylene-tetrahydrofuran has been prepared by flash vacuum thermolysls .

IS coumpound 1s stable 111 solution below -50" C , and was characterized by NMR and mass spectrometry .

Recently, the reactive and theoretically lnterestlng hexaradlalene 1 has been obtained by flash vacuum thermolysls from various precursors " 2y3. In the present paper, the first synthesis of the "heteroradlalene" , 2, IS described. Compound 2, the furanlc homolog of 1, was obtained by flash vacuum thermolysls4 from 1 2 3 4 6 7 8 9-octahydro-, , , s f 9 , dlbenzofuran 3 through a two step retro -Duels -Alder reaction.