Perhydrofuro-2,3b furans have been prepared in high yield by radical cyclisation of unsaturated bromo acetals. Their transformation into tetrahydro derivatives is described along with a radical annelation to 2,3-dihydrofurans by tributyltin iodoacetate.
Iodocyclisation of unsaturated lactols and acetals. A new route to furo-2,3b-furans and pyrans.
✍ Scribed by M. Jalali-Naini; J.Y. Lallemand
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 208 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Fused ring cyclic ketals are frequently encountered in natural products . Furo-2,3bfurans or pyrans, for example, are present in many natural insect antifeeding compounds and
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Perhydro furo-2,3-b furan derivatives have been prepared by iodocyclisation of unsaturated lactols. Structure and conformation have been studied by high resolution "COSY" 20 NMR.
## Abstract Reaction of __E__‐3‐(__N__,__N__‐dimethylamino)‐1‐(3‐methylthiazolo[3,2‐__a__]benzimidazol‐2‐yl)prop‐2‐en‐1‐one (**1**) with some __N__‐nucleophiles, such as anilines **2a**, **2b**, **2c**, 4‐amino‐__N__‐pyridin‐2‐yl‐benzenesulfonamide (**4a**), 4‐amino‐__N__‐pyrimidin‐2‐yl‐benzenesulf