Bronsted-acid-catalyzed selective Friedel-Crafts monoalkylation of isatins with indolizines in water

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Author(s):	Guidotti, Bruno Boni ; da Silva, Thiago Sabino ; Menezes Correia, Jose Tiago ; Coelho, Fernando Total Authors: 4
Document type:	Journal article
Source:	ORGANIC & BIOMOLECULAR CHEMISTRY; v. 18, n. 37, p. 6-pg., 2020-10-07.
Abstract
The controlled mono-addition of indolizines to isatins under very mild conditions is described. The reaction occurs in water using diphenylphosphate as the catalyst, which is dramatically accelerated by surfactant addition. 3-Hydroxy-3-indolizinyl-2-oxindole scaffolds were synthesized in up to >99% yield. Notably, in organic solvents only bis-addition products were observed. (AU)

FAPESP's process:	13/07600-3 - CIBFar - Center for Innovation in Biodiversity and Drug Discovery
Grantee:	Glaucius Oliva
Support Opportunities:	Research Grants - Research, Innovation and Dissemination Centers - RIDC


FAPESP's process:	18/02611-0 - Post-Functionalization of Small Ply-functionalized Molecules: A Robust Approach to the Synthesis of New Structural Patterns with POtential Biological Activity
Grantee:	Fernando Antonio Santos Coelho
Support Opportunities:	Regular Research Grants