TiCl4-Mediated Synthesis of 3,4-Hetero-Disubstituted Isocoumarins by Means of Isocyanide Insertion Reactions

Sudipta Ponra; Aude Nyadanu; Sylvie Maurin; Laurent El Kaim; Laurence Grimaud; Maxime Vitale

doi:10.1055/s-0036-1591733

Journal articles

TiCl4-Mediated Synthesis of 3,4-Hetero-Disubstituted Isocoumarins by Means of Isocyanide Insertion Reactions

Sudipta Ponra ^{1, 2} Aude Nyadanu ^{3, 2, 4} Sylvie Maurin ² Laurent El Kaim ^{4, 3} Laurence Grimaud ² Maxime Vitale ¹

1 ENSCP - Ecole Nationale Supérieure de Chimie de Paris - Chimie ParisTech-PSL

2 PASTEUR - Processus d'Activation Sélective par Transfert d'Energie Uni-électronique ou Radiatif (UMR 8640)

3 DCSO - Laboratoire de synthèse organique

4 ENSTA Paris - École Nationale Supérieure de Techniques Avancées

Abstract : The isocyanide insertion into sulfanyl-phthalides under Lewis acid conditions is reported with full details. This sequential three-component reaction affords a new straightforward and highly convenient method for the preparation of 3-amino-4-sulfanyl isocoumarins, the potential of which is still unexplored.

Keywords : isocyanides isocoumarins thio-Passerini reaction thiocarbonyl surrogates

Document type :

Journal articles

Domain :

Chemical Sciences / Organic chemistry

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https://hal-polytechnique.archives-ouvertes.fr/hal-02095068
Contributor : Aurélien Arnoux <>
Submitted on : Wednesday, April 10, 2019 - 11:05:03 AM
Last modification on : Tuesday, September 22, 2020 - 3:45:42 AM

TiCl4-Mediated Synthesis of 3,4-Hetero-Disubstituted Isocoumarins by Means of Isocyanide Insertion Reactions

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TiCl4-Mediated Synthesis of 3,4-Hetero-Disubstituted Isocoumarins by Means of Isocyanide Insertion Reactions

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