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- W2481901412 abstract "Wender and White published a very simple indole ring synthesis that involves the generation of a bis-lithio anion and its reaction with an a-halo carbonyl compound, followed by acid- or base-catalyzed dehydration. The overall transformation is shown in this chapter, along with three examples. This chemistry illustrates yet another indole ring synthesis that uses a-halo carbonyl compounds. A summary of several Wender indole ring syntheses is tabulated. Sainsbury and colleagues found that cerium trichloride suppresses enolate formation of the chloroindanone and improves the overall yield of indole product. In several of the examples, the intermediate chlorohydrin is isolable in what is a formal two-step transformation to the indole product. Wender and White found that bis-electrophiles other than a-halo carbonyls engage in this process. Nicolaou and coworkers have developed a somewhat related tryptamine synthesis involving lithiated Boc-anilines in reactions with N-Bocpyrrolidin- 3-one." @default.
- W2481901412 created "2016-08-23" @default.
- W2481901412 creator A5049245360 @default.
- W2481901412 date "2016-06-17" @default.
- W2481901412 modified "2023-09-23" @default.
- W2481901412 title "Wender Indole Synthesis" @default.
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- W2481901412 doi "https://doi.org/10.1002/9781118695692.ch12" @default.
- W2481901412 hasPublicationYear "2016" @default.
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