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
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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 : Wednesday, July 3, 2019 - 10:48:05 AM

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X | SORBONNE-UNIVERSITE | CNRS | ENSCP | X-DCSO | PSL | INC-CNRS | X-DEP-CHIM | ENS-PARIS | PARISTECH | UNIV-PARIS-SACLAY | ENSTA | PASTEUR_UMR8640 | SU-SCIENCES

Citation

Sudipta Ponra, Aude Nyadanu, Sylvie Maurin, Laurent El Kaim, Laurence Grimaud, et al.. TiCl4-Mediated Synthesis of 3,4-Hetero-Disubstituted Isocoumarins by Means of Isocyanide Insertion Reactions. SYNTHESIS, Georg Thieme Verlag, 2018, 50 (06), pp.1331-1342. ⟨10.1055/s-0036-1591733⟩. ⟨hal-02095068⟩

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