Blucher Chemistry Proceedings

Dezembro 2013, vol.1, num.2 - Brazilian Meeting on Organic Synthesis 2013
Abstract - Open Access Idioma principal | Segundo principal

The oxidation of indole derivatives using dimethyl dioxirane

The oxidation of indole derivatives using dimethyl dioxirane

Marçal*, Luisa L.; Garden, Simon J.

Abstract:

The oxidation of indoles is an important route for the formation of oxindoles. Popular methods employ DMSO/HCl, N-halosuccinimides or t-BuOCl. Additionally, 2,3-disubstituted indoles undergo oxidative rearrangement to give spiro-pyrrolidine-2- oxindoles, a heterocyclic framework found in natural products and some currently interesting pharmaceutical compounds. The present study has investigated the use of dimethyl dioxirane (DMD) as an agent for promoting the oxidative rearrangement of tetrahydro-β- carbolines to spiro-pyrrolidine-2-oxindoles.

The oxidation of indoles is an important route for the formation of oxindoles. Popular methods employ DMSO/HCl, N-halosuccinimides or t-BuOCl. Additionally, 2,3-disubstituted indoles undergo oxidative rearrangement to give spiro-pyrrolidine-2- oxindoles, a heterocyclic framework found in natural products and some currently interesting pharmaceutical compounds. The present study has investigated the use of dimethyl dioxirane (DMD) as an agent for promoting the oxidative rearrangement of tetrahydro-β- carbolines to spiro-pyrrolidine-2-oxindoles.

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DOI: 10.5151/chempro-15bmos-BMOS2013_2013819112854

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Como citar:

Marçal*, Luisa L.; Garden, Simon J.; "The oxidation of indole derivatives using dimethyl dioxirane", p-167-167. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_2013819112854

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