Manganese Chloride as an Efficient Catalyst for Selective Transformations of Indoles in the Presence of a Keto Carbonyl Group
✍ Scribed by Minghao Li; Jie Yang; Yanlong Gu
- Publisher
- John Wiley and Sons
- Year
- 2011
- Tongue
- English
- Weight
- 303 KB
- Volume
- 353
- Category
- Article
- ISSN
- 1615-4150
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✦ Synopsis
Catalysis by manganese chloride tetrahydrate was found to be effective for the selective transformation of indoles, with which the desired acid-catalyzed reaction could be promoted and, at the same time, a side reaction that also needs assistance of acid, the electrophilic reaction of indole with the co-existing keto carbonyl group, does not occur. Some acid-catalyzed reactions, such as the ring-opening reaction of 2-alkoxy-3,4-dihydropyran with indole, and transesterification of b-keto ester with an alcohol that contains a C-3 unsubstituted indole fragment, could be performed smoothly by using manganese chloride as catalyst. A new multicomponent reaction of indole, 3,4-dihydropyran and b-keto ester was also developed with catalysis by manganese chloride.