Photochemical addition of alkenes to N-methylphthalimides. Formation of 3,4-benzo-6,7-dihydroazepine-2,5-diones
β Scribed by Mazzocchi, Paul H.; Minamikawa, Saeko; Bowen, Michael J.
- Book ID
- 126905429
- Publisher
- American Chemical Society
- Year
- 1978
- Tongue
- English
- Weight
- 279 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0022-3263
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The treatment of SH-benzo[f+l,2,3,4+enathiepin ( B'lTP ) or 6H-benzo[g]-l,2,3,4,5-pentathiocin ( BFTC ) with alkenes in the presence of BF3aEt2 afforded trclns adducts, 2,3disubstituted ben~l, (1). which further reacted with alkenes to give cis adducts, 2,3disubstituted benz~l.4ditbiepanes (2).
An efficient synthesis of novel spiro 2,3,7,8-tetrahydro-benzo[1,2-b:5,4-b 0 ]dipyran-4,6-dione and 2,3,8,9tetrahydro-benzo[1,2-b:4,3-b 0 ]dipyran-4,10-dione derivatives in high yields under microwave irradiation is described. The reaction was also studied under conventional heating conditions.
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