Indium-Mediated Cleavage of the Trityl Group from Protected 1H-Tetrazoles


Autoria(s): Behloul, Cherif; Bouchelouche, Kenza; Guijarro, David; Foubelo, Francisco; Nájera Domingo, Carmen; Yus, Miguel
Contribuinte(s)

Universidad de Alicante. Departamento de Química Orgánica

Universidad de Alicante. Instituto Universitario de Síntesis Orgánica

Catálisis Estereoselectiva en Síntesis Orgánica (CESO)

Síntesis Asimétrica (SINTAS)

Data(s)

22/09/2016

22/09/2016

19/06/2015

Resumo

On treatment with indium metal in MeOH–THF, trityl groups undergo reductive removal from 1H-protected tetrazoles (including aliphatic, aromatic, and heteroaromatic substituents), affording the corresponding free tetrazoles in excellent yields, without any decomposition of the tetrazole ring or reduction of any other group.

This work was financially supported by the A.N.D.R.S (Agence Nationale pour le Développement de la Recherche en Santé) (Algérie), the Ministerio de Ciencia e Innovación of Spain (CTQ2011-24165, Consolider Ingenio 2010 CSD2007-00006), The Generalitat Valenciana (PROMETEO/2009/039, PROMETEOII/ 2014/017 and FEDER). We are very grateful to the Spanish Ministerio de Asuntos Exteriores y de Cooperación for a cooperation grant (AP/039112/11).

Identificador

Synlett. 2015, 26(17): 2399-2402. doi:10.1055/s-0034-1379933

0936-5214 (Print)

1437-2096 (Online)

http://hdl.handle.net/10045/58133

10.1055/s-0034-1379933

Idioma(s)

eng

Publicador

Georg Thieme Verlag

Relação

http://dx.doi.org/10.1055/s-0034-1379933

Direitos

© Georg Thieme Verlag Stuttgart · New York

info:eu-repo/semantics/openAccess

Palavras-Chave #Tetrazole #Indium #Detritylation #Cleavage #Química Orgánica
Tipo

info:eu-repo/semantics/article