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The Bromination of 3-Bromo-6,7-benzobicyclo [3,2,1] octa-2,6-diene and characterization of the products

✍ Scribed by Metin Balci; Mansur Harmandar

Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
525 KB
Volume
44
Category
Article
ISSN
0040-4020

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✦ Synopsis

w4o-4ozO/n 53.00+ .Q) 0 19aaRrpmonhap& tion at OΒ°C producd nbhrtirrangad trfbromfdes beside tha reuunged tribroaide dnd the ketoD 12. The structures of the products wdre d8tmaincd by IH-, 13C-MfR dam and. gingh X-r& JtruCturdl MdlySiS. The addftipn wcbamsrr, is discussed in tcrhs # cro-and endo-dttack.

πŸ“œ SIMILAR VOLUMES

Bicyclic allenes : Generation and trappi
Bicyclic allenes : Generation and trapping of 6,7-benzobicyclo [3.2.1] octa-2,3-diene
✍ Metin Balci; Mansur Harmandar πŸ“‚ Article πŸ“… 1984 πŸ› Elsevier Science 🌐 French βš– 250 KB

SUMMA??Y: Treatment of 3-bromo-6,7-benzobicyclo c3.2.11 octa-2,3-diem? (9) with potassium tert.-butoxide produces the strained bicyclic allene (10) which is trapped by 1,3-diphenylbenzo[c]furan (DBI) to give five isomeric cycloadducts. In the absence of DBI, allene (10) gave rise to enol ether ( 18)

Evidence for the intermediacy of an alky
Evidence for the intermediacy of an alkyne rather than an allene in the base-induced reaction of 3-bromo-6,7-benzobicyclo[3.2.1]octa-2,6-diene
✍ Ferhan TΓΌrner; Yavuz Taşkesenligil; Metin Balci πŸ“‚ Article πŸ“… 1999 πŸ› Elsevier Science 🌐 French βš– 405 KB

In order to reveal the real intermediate in the base-promoted reaction of 1, 2-methyl derivative 16 has been synthesized and its HBr elimination reaction studied. Reaction of 16 with potassium t-butoxide did not form the corresponding allene intermediate 17 under the same reaction conditions as desc