Directed Functionalization of Cyano-Substituted Furans and Thiophenes with TMPMgCl center dot LiCl

Author(s)

dos Santos, Fernanda M. ^[1] ; Batista, Joao H. C. ^[1] ; Vessecchi, Ricardo ^[2] ; Clososki, Giuliano C. ^{[1, 2]}

Affiliation

^[1] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, Nucl Pesquisa Prod Nat & Sintet, BR-14040903 Ribeirao Preto, SP - Brazil

^[2] Univ Sao Paulo, Fac Filosofia Ciencias & Letras Ribeirao Preto, Dept Quim, BR-14040901 Ribeirao Preto, SP - Brazil

• Document type: Journal article
• Source: Synlett; v. 26, n. 20, p. 2795-2800, DEC 2015.
• Web of Science Citations: 3

Abstract

A number of novel difunctionalized furans and thiophenes has been prepared by the reaction of the cyano-substituted substrates with TMPMgClLiCl followed by the reaction with electrophiles. The crucial metalation step takes place under mild conditions allowing the isolation of desired derivatives in reasonable to good yields. (AU)

• FAPESP's process: 12/13740-0 - Application of New Organometallic Bases in the functionalization of nitriles of pharmaceutical interest
• Grantee: Fernanda Moraes dos Santos
• Support type: Scholarships in Brazil - Doctorate
• FAPESP's process: 14/23604-1 - Computational chemistry: a tool to studies of mass spectrometry, reactivity and fragmentation/reaction mechanisms of organic compounds
• Grantee: Ricardo Vessecchi Lourenço
• Support type: Regular Research Grants
• FAPESP's process: 13/04766-8 - Applycation of new organometallic reagents in the functionalization of substances of synthetic interest
• Grantee: Giuliano Cesar Clososki
• Support type: Regular Research Grants