Synthesis of 2,3-Substituted β- N-Glycosyl Indoles through C-H Activation/Annulation Process under Rh(III)-Catalysis

Guangkuan Zhao; Mingxiang Zhu; Olivier Provot; Mouad Alami; Samir Messaoudi

doi:10.1021/acs.orglett.9b03893

Synthesis of 2,3-Substituted β- N-Glycosyl Indoles through C-H Activation/Annulation Process under Rh(III)-Catalysis

Guangkuan Zhao
, Mingxiang Zhu
, Olivier Provot
, Mouad Alami
, Samir Messaoudi

Université Paris-Sud

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

15 Citations (Scopus)

Abstract

An efficient and selective C-H activation method of readily available β-N-aryl glycosides with various alkynes has been established. Using [Cp*RhCl₂]₂ as a catalyst and AgSbF₆ in DCE, this protocol proved to be general to prepare a variety of 2,3-substituted N-glycosyl indoles in good yields.

Original language	English
Pages (from-to)	57-61
Number of pages	5
Journal	Organic Letters
Volume	22
Issue number	1
DOIs	https://doi.org/10.1021/acs.orglett.9b03893
Publication status	Published - 3 Jan 2020
Externally published	Yes

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title = "Synthesis of 2,3-Substituted β- N-Glycosyl Indoles through C-H Activation/Annulation Process under Rh(III)-Catalysis",

abstract = "An efficient and selective C-H activation method of readily available β-N-aryl glycosides with various alkynes has been established. Using [Cp*RhCl2]2 as a catalyst and AgSbF6 in DCE, this protocol proved to be general to prepare a variety of 2,3-substituted N-glycosyl indoles in good yields.",

author = "Guangkuan Zhao and Mingxiang Zhu and Olivier Provot and Mouad Alami and Samir Messaoudi",

note = "Publisher Copyright: {\textcopyright} 2019 American Chemical Society.",

year = "2020",

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doi = "10.1021/acs.orglett.9b03893",

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T1 - Synthesis of 2,3-Substituted β- N-Glycosyl Indoles through C-H Activation/Annulation Process under Rh(III)-Catalysis

AU - Zhao, Guangkuan

AU - Zhu, Mingxiang

AU - Provot, Olivier

AU - Alami, Mouad

AU - Messaoudi, Samir

PY - 2020/1/3

Y1 - 2020/1/3

N2 - An efficient and selective C-H activation method of readily available β-N-aryl glycosides with various alkynes has been established. Using [Cp*RhCl2]2 as a catalyst and AgSbF6 in DCE, this protocol proved to be general to prepare a variety of 2,3-substituted N-glycosyl indoles in good yields.

AB - An efficient and selective C-H activation method of readily available β-N-aryl glycosides with various alkynes has been established. Using [Cp*RhCl2]2 as a catalyst and AgSbF6 in DCE, this protocol proved to be general to prepare a variety of 2,3-substituted N-glycosyl indoles in good yields.

U2 - 10.1021/acs.orglett.9b03893

DO - 10.1021/acs.orglett.9b03893

M3 - Article

C2 - 31860311

AN - SCOPUS:85077197469

SN - 1523-7060

VL - 22

SP - 57

EP - 61

JO - Organic Letters

JF - Organic Letters

IS - 1

ER -

Synthesis of 2,3-Substituted β- N-Glycosyl Indoles through C-H Activation/Annulation Process under Rh(III)-Catalysis

Abstract

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