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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.)

Stereo- and Regioselective Cu-Catalyzed Hydroboration of Alkynyl Chalcogenoethers

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Author(s):
de Oliveira, Isadora M. [1] ; Esteves, Henrique A. [2] ; Darbem, Mariana P. [2] ; Sartorelli, Arthur [2] ; Correra, Thiago C. [1] ; Rodrigues-Oliveira, Andre F. [1] ; Pimenta, Daniel C. [3] ; Zukerman-Schpector, Julio [4] ; Manarin, Flavia [5] ; Stefani, Helio A. [2]
Total Authors: 10
Affiliation:
[1] Univ Sao Paulo, Dept Quim Fundamental, Inst Quim, Sao Paulo, SP - Brazil
[2] Univ Sao Paulo, Dept Farm, Fac Ciencias Farmaceut, Sao Paulo, SP - Brazil
[3] Inst Butantan, Sao Paulo, SP - Brazil
[4] Univ Fed Sao Carlos, Dept Quim, Sao Carlos, SP - Brazil
[5] Univ Estadual Oeste Parana, Ctr Engenharias & Ciencias Exatas CECE, Toledo, SP - Brazil
Total Affiliations: 5
Document type: Journal article
Source: CHEMCATCHEM; v. 12, n. 13 MAY 2020.
Web of Science Citations: 0
Abstract

A mild stereo- and regioselective Cu-catalyzed hydroboration method for the synthesis of (Z)-seleno-alkenyl boronates and (Z)-thio-alkenylboronates from internal alkynes in the presence of commercially available B(2)pin(2) is presented. This highly selective transformation relies on the use of N-heterocyclic carbene (NHC) complex IPrCuCl as the active catalytic species. We also explore the functionalization of the alkenylboronates obtained via oxidation to give alpha-chalcogeno ketones, useful building blocks for the synthesis of more complex chalcogen-containing molecules. (AU)

FAPESP's process: 16/04289-3 - Synthesis of calcogeno amino acids derivatives and 4-calcogeno quinolines via multicomponent reactions
Grantee:Isadora Maria de Oliveira
Support Opportunities: Scholarships in Brazil - Doctorate (Direct)
FAPESP's process: 14/50316-7 - Dimensions US-Biota São Paulo: Chemically mediated multi-trophic interaction diversity across tropical gradients
Grantee:Massuo Jorge Kato
Support Opportunities: BIOTA-FAPESP Program - Thematic Grants
FAPESP's process: 17/24821-4 - Carbonylative Coupling and Intramolecular Cycloaddition [2 + 2] Reactions Employing D-Glucal
Grantee:Helio Alexandre Stefani
Support Opportunities: Regular Research Grants
FAPESP's process: 16/24396-9 - Triazolic 2-Aryloxazolines: synthesis of small libraries, biological activity, fluorescence and ligands
Grantee:Mariana Pompilio Darbem Rocha
Support Opportunities: Scholarships in Brazil - Doctorate
FAPESP's process: 17/26673-2 - CuH-Catalyzed fluorination of alkenes and PET applications
Grantee:Carlos Henrique Alves Esteves
Support Opportunities: Scholarships in Brazil - Post-Doctoral