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Reduction of a 3,4-cyclic-substituted 2H-1-benzopyran-2-one with lithium in liquid ammonia
✍ Scribed by R. A. Driessen; C. A. Salemink
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 157 KB
- Volume
- 101
- Category
- Article
- ISSN
- 0165-0513
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✦ Synopsis
Abstract
Reduction of the α,β‐unsaturated lactone system in 1‐hydroxy‐3‐pentyl‐7,8‐dihydro‐spiro[dibenzo[b,d]pyran‐9,2′‐[1,3]dioxolan]‐6(10H)‐one (3) with lithium in liquid ammonia leads to cis products.
📜 SIMILAR VOLUMES
## Abstract magnified image The title aldehyde **1** reacts smoothly with the enamine moiety of **2**‐aminochromone **2** to produce hitherto unreported 3‐(2‐hydroxybenzoyl)‐5__H__‐1‐benzopyrano[2,3‐__b__]pyridin‐5‐one (azaxanthone) **5**. This reaction has been extended for the synthesis of bisaz
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract 3‐Pivaloyl‐2__H__‐1‐benzopyran‐2‐one (6) reacts with acid anhydrides in the presence of triethylamine to give 4‐(2‐oxoalkyl)‐2‐oxochromans 7 and 3‐pivaloyl‐2‐oxochroman (8) in moderate yields. Also 3‐propionyl‐ and 3‐isobutyryl‐2__H__‐1‐benzopyran‐2‐ones (9) react with acid anhydrides u