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

Sudipta Ponra; Aude Nyadanu; Sylvie Maurin; Laurent El Kaïm; Laurence Grimaud; Maxime R. Vitale

doi:10.1055/s-0036-1591733

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

Sudipta Ponra
, Aude Nyadanu
, Sylvie Maurin
, Laurent El Kaïm
, Laurence Grimaud
, Maxime R. Vitale

Laboratoire Charles Friedel (LCF)
PSL research University & IPSL
Université Paris-Saclay

Research output: Contribution to journal › Article › peer-review

9 Citations (Scopus)

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.

Original language	English
Pages (from-to)	1331-1342
Number of pages	12
Journal	Synthesis
Volume	50
Issue number	6
DOIs	https://doi.org/10.1055/s-0036-1591733
Publication status	Published - 15 Mar 2018
Externally published	Yes

Keywords

isocoumarins
isocyanides
thio-Passerini reaction
thiocarbonyl surrogates

Access to Document

10.1055/s-0036-1591733

Cite this

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title = "TiCl 4 -Mediated Synthesis of 3,4-Hetero-Disubstituted Isocoumarins by Means of Isocyanide Insertion Reactions",

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 = "isocoumarins, isocyanides, thio-Passerini reaction, thiocarbonyl surrogates",

author = "Sudipta Ponra and Aude Nyadanu and Sylvie Maurin and \{El Ka{\"i}m\}, Laurent and Laurence Grimaud and Vitale, \{Maxime R.\}",

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doi = "10.1055/s-0036-1591733",

language = "English",

volume = "50",

pages = "1331--1342",

journal = "Synthesis",

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T1 - TiCl 4 -Mediated Synthesis of 3,4-Hetero-Disubstituted Isocoumarins by Means of Isocyanide Insertion Reactions

AU - Ponra, Sudipta

AU - Nyadanu, Aude

AU - Maurin, Sylvie

AU - El Kaïm, Laurent

AU - Grimaud, Laurence

AU - Vitale, Maxime R.

PY - 2018/3/15

Y1 - 2018/3/15

N2 - 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.

AB - 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.

KW - isocoumarins

KW - isocyanides

KW - thio-Passerini reaction

KW - thiocarbonyl surrogates

U2 - 10.1055/s-0036-1591733

DO - 10.1055/s-0036-1591733

M3 - Article

AN - SCOPUS:85038371806

SN - 0039-7881

VL - 50

SP - 1331

EP - 1342

JO - Synthesis

JF - Synthesis

IS - 6