A new aporphine synthesis. Photocyclization of a bromophenoxide
β Scribed by Richard J. Spangler; Donald C. Boop
- Publisher
- Elsevier Science
- Year
- 1971
- Tongue
- French
- Weight
- 99 KB
- Volume
- 12
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The photolysis of halophenoxides in aqueous alkali solution has been shown to produce dihydroxybiphenyls as major products via an intermolecular coupling process.1 Intramolecular -photocycl~zat~on of bromophenoxides has been recently demonstrated* and the reaction has been
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25 The dimeric alkaloid thalidoxlne (A), C,0H,gN205, [c(], Cl130 (c 0.2 MeCH) has been obtained from Thalictrum dioicum L. (Ranunculaceae) as an amorphous base. The lr spectrum (CXCIJ) contain--1 ed phenolic hydroxyl absorbance at 3540 cm . The uv spectrum AMeCH max 275, 296sb and 310sh (log6 4.23,
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Proaporphines undergo tight cataZy.zed rearrangement. Pakistanmine ( 1) is thus converted into ZwnipakistamLne (21, uh,hile pronuciferine (l) and N-acetylnorpronuciferine IS,, afford the corresponding C-9 hydroxylated aporphines 9 m2d 10.
A6stract