✦ LIBER ✦
Studies on organophosphorus compounds 56. New reaction of dialkyl phosphites with 2-nitrostyrene derivatives—a facile route to N-hydroxy-3-indole phosphonates and indol-2-one phosponates
✍ Scribed by Guohong Wang; Chengye Yuan
- Publisher
- John Wiley and Sons
- Year
- 1992
- Tongue
- English
- Weight
- 592 KB
- Volume
- 3
- Category
- Article
- ISSN
- 1042-7163
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✦ Synopsis
Abstract
Reaction of a dialkyl phosphite with a 2‐nitrostyrene in the presence of triethylamine, trimethylsilyl chloride, and hexamethyldisilazane provides a one‐pot procedure for the synthesis of an N‐hydroxy‐indole‐3‐phosphonate and an indole‐2‐one‐3‐phosphonate besides the normal addition product, a 1‐aryl‐2‐ni‐troalkylphosphonate. Such new indole derivatives are difficult to prepare by conventional methods. The ratios of reactant to silylating agent and base were found to have significant influence on the product composition. The mechanism of formation of these het‐erocyclic products is discussed.