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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.)

An Aminocatalyzed Michael Addition/Iron-Mediated Decarboxylative Cyclization Sequence for the Preparation of 2,3,4,6-Tetrasubstituted Pyridines: Scope and Mechanistic Insights

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Author(s):
Stivanin, Mateus L. [1] ; Duarte, Marcelo [1] ; Sartori, Camila [1] ; Capreti, Naylil M. R. [1] ; Angolini, Celio F. F. [1] ; Jurberg, Igor D. [1]
Total Authors: 6
Affiliation:
[1] Univ Estadual Campinas, Inst Chem, CP 6154, BR-13083970 Campinas, SP - Brazil
Total Affiliations: 1
Document type: Journal article
Source: Journal of Organic Chemistry; v. 82, n. 19, p. 10319-10330, OCT 6 2017.
Web of Science Citations: 11
Abstract

A novel, scalable strategy for the preparation of 2,3,4,6-tetrasubstituted pyridines is described. This protocol has two steps: an aminocatalyzed addition of ketones to alkylidene isoxazol-5-ones, followed by an iron-mediated decarboxylative cyclization event. Mechanistic insights for both steps are provided based on HRMS-ESI(+) studies. (AU)

FAPESP's process: 15/20809-4 - Exploring the Chemistry of Isoxazol-5-ones as Versatile Building Blocks in Organic Synthesis
Grantee:Igor Dias Jurberg
Support Opportunities: Regular Research Grants
FAPESP's process: 16/12749-4 - Organic synthesis employing Isoxazol-5-ones
Grantee:Marcelo Duarte da Costa
Support Opportunities: Scholarships in Brazil - Scientific Initiation
FAPESP's process: 14/15718-7 - Exploring 5-isoxazolones for the synthesis of beta-aminoacids
Grantee:Naylil Malagutti Rodrigues Capreti
Support Opportunities: Scholarships in Brazil - Scientific Initiation
FAPESP's process: 15/01331-6 - Studies employing isoxazol-5-ones for the preparation of important building blocks in organic synthesis
Grantee:Camila Sartori
Support Opportunities: Scholarships in Brazil - Scientific Initiation