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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Coupling of Sulfoxonium Ylides with Arynes: A Direct Synthesis of Pro-Chiral Aryl Ketosulfoxonium Ylides and Its Application in the Preparation of alpha-Aryl Ketones

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Author(s):
Talero, Alexander Garay [1] ; Martins, Bruna Simoes [1] ; Burtoloso, Antonio C. B. [1]
Total Authors: 3
Affiliation:
[1] Univ Sao Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil
Total Affiliations: 1
Document type: Journal article
Source: ORGANIC LETTERS; v. 20, n. 22, p. 7206-7211, NOV 16 2018.
Web of Science Citations: 9
Abstract

A general, mild, and versatile synthesis of the challenging alpha-aryl-beta-ketosulfoxonium ylides has been developed for the first time, substituting traditional methods starting from diazo compounds. The arylation of easily accessible beta-ketosulfoxonium ylides using aryne chemistry allowed the preparation of a large scope of the pro-chiral ylides in very good yields (40 examples; up to 85%). As applications, these ylides were smoothly converted into alpha-aryl ketones after desulfurization in good yields (up to 98%) as well as in other important derivatives. (AU)

FAPESP's process: 17/02092-0 - Molecular design, synthesis and trypanocidal activity of cruzain reversible covalent inhibitors
Grantee:Bruna Simões Martins
Support Opportunities: Scholarships in Brazil - Post-Doctoral
FAPESP's process: 17/23329-9 - Synthesis of substituted cyclopentanes and long chain polyols from abundant chemical platforms derived from biomass
Grantee:Antonio Carlos Bender Burtoloso
Support Opportunities: Regular Research Grants
FAPESP's process: 13/18009-4 - Molecular design, synthesis and trypanocidal activity of cruzain reversible covalent inhibitors
Grantee:Carlos Alberto Montanari
Support Opportunities: Research Projects - Thematic Grants