Synthesis of N -(Hetero)arylconvolvine Derivatives through a Palladium-Catalyzed Buchwald-Hartwig Cross-Coupling

Manel Hassine; Hichem Ben Jannet; Noureddine Ghermani; Mouad Alami; Samir Messaoudi

doi:10.1055/s-0039-1690238

Synthesis of N -(Hetero)arylconvolvine Derivatives through a Palladium-Catalyzed Buchwald-Hartwig Cross-Coupling

Manel Hassine
, Hichem Ben Jannet
, Noureddine Ghermani
, Mouad Alami
, Samir Messaoudi

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

Abstract

The present study describes the isolation of convolvine from the roots of the Tunisian plant Convolvulus dorycnium L. and its synthesis through a four-step sequence starting from tropine. Then, an efficient synthesis of N -(het)aryltropanes derivatives by a sequence of a palladium-catalyzed N-arylationof convolvine has been established. This strategy enabled access to unknown tropane scaffolds of biological interests.

Original language	English
Pages (from-to)	450-458
Number of pages	9
Journal	Synthesis
Volume	52
Issue number	3
DOIs	https://doi.org/10.1055/s-0039-1690238
Publication status	Published - 1 Jan 2020
Externally published	Yes

Keywords

Buchwald-Hartwig reaction
convolvine
palladium catalysis
tropane

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10.1055/s-0039-1690238

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title = "Synthesis of N -(Hetero)arylconvolvine Derivatives through a Palladium-Catalyzed Buchwald-Hartwig Cross-Coupling",

abstract = "The present study describes the isolation of convolvine from the roots of the Tunisian plant Convolvulus dorycnium L. and its synthesis through a four-step sequence starting from tropine. Then, an efficient synthesis of N -(het)aryltropanes derivatives by a sequence of a palladium-catalyzed N-arylationof convolvine has been established. This strategy enabled access to unknown tropane scaffolds of biological interests.",

keywords = "Buchwald-Hartwig reaction, convolvine, palladium catalysis, tropane",

author = "Manel Hassine and Jannet, \{Hichem Ben\} and Noureddine Ghermani and Mouad Alami and Samir Messaoudi",

year = "2020",

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T1 - Synthesis of N -(Hetero)arylconvolvine Derivatives through a Palladium-Catalyzed Buchwald-Hartwig Cross-Coupling

AU - Hassine, Manel

AU - Jannet, Hichem Ben

AU - Ghermani, Noureddine

AU - Alami, Mouad

AU - Messaoudi, Samir

PY - 2020/1/1

Y1 - 2020/1/1

N2 - The present study describes the isolation of convolvine from the roots of the Tunisian plant Convolvulus dorycnium L. and its synthesis through a four-step sequence starting from tropine. Then, an efficient synthesis of N -(het)aryltropanes derivatives by a sequence of a palladium-catalyzed N-arylationof convolvine has been established. This strategy enabled access to unknown tropane scaffolds of biological interests.

AB - The present study describes the isolation of convolvine from the roots of the Tunisian plant Convolvulus dorycnium L. and its synthesis through a four-step sequence starting from tropine. Then, an efficient synthesis of N -(het)aryltropanes derivatives by a sequence of a palladium-catalyzed N-arylationof convolvine has been established. This strategy enabled access to unknown tropane scaffolds of biological interests.

KW - Buchwald-Hartwig reaction

KW - convolvine

KW - palladium catalysis

KW - tropane

U2 - 10.1055/s-0039-1690238

DO - 10.1055/s-0039-1690238

M3 - Article

AN - SCOPUS:85077976450

SN - 0039-7881

VL - 52

SP - 450

EP - 458

JO - Synthesis

JF - Synthesis

IS - 3

ER -

Synthesis of N -(Hetero)arylconvolvine Derivatives through a Palladium-Catalyzed Buchwald-Hartwig Cross-Coupling

Abstract

Keywords

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