Synthesis of Thienyl Polycyclic Fused Indoles Based on the Indium Catalyzed Prins/Friedel-Crafts Tandem Reaction

Zhi Bang Huang; Ming Hao Zhao; Xu Liu; Lijia Wang

doi:10.1002/ajoc.202300147

Synthesis of Thienyl Polycyclic Fused Indoles Based on the Indium Catalyzed Prins/Friedel-Crafts Tandem Reaction

Zhi Bang Huang
, Ming Hao Zhao
, Xu Liu
, Lijia Wang^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

3 Scopus citations

Abstract

An indium catalyzed Prins/Friedel-Crafts tandem cyclization reaction has been developed. This reaction provides an efficient and practical method to construct a variety of polycyclic indole frameworks with high diastereoselectivity and good functional group tolerance (30 examples, up to 98% yield with >95 : 5 dr). The resulting products are easily accessible for further chemical transformations.

Original language	English
Article number	e202300147
Journal	Asian Journal of Organic Chemistry
Volume	12
Issue number	6
DOIs	https://doi.org/10.1002/ajoc.202300147
State	Published - Jun 2023

Keywords

Friedel-Crafts
Prins
indium
tandem cyclization
thiophenes

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10.1002/ajoc.202300147

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title = "Synthesis of Thienyl Polycyclic Fused Indoles Based on the Indium Catalyzed Prins/Friedel-Crafts Tandem Reaction",

abstract = "An indium catalyzed Prins/Friedel-Crafts tandem cyclization reaction has been developed. This reaction provides an efficient and practical method to construct a variety of polycyclic indole frameworks with high diastereoselectivity and good functional group tolerance (30 examples, up to 98\% yield with >95 : 5 dr). The resulting products are easily accessible for further chemical transformations.",

keywords = "Friedel-Crafts, Prins, indium, tandem cyclization, thiophenes",

author = "Huang, \{Zhi Bang\} and Zhao, \{Ming Hao\} and Xu Liu and Lijia Wang",

note = "Publisher Copyright: {\textcopyright} 2023 Wiley-VCH GmbH.",

year = "2023",

month = jun,

doi = "10.1002/ajoc.202300147",

language = "英语",

volume = "12",

journal = "Asian Journal of Organic Chemistry",

issn = "2193-5807",

publisher = "John Wiley and Sons Inc",

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T1 - Synthesis of Thienyl Polycyclic Fused Indoles Based on the Indium Catalyzed Prins/Friedel-Crafts Tandem Reaction

AU - Huang, Zhi Bang

AU - Zhao, Ming Hao

AU - Liu, Xu

AU - Wang, Lijia

PY - 2023/6

Y1 - 2023/6

N2 - An indium catalyzed Prins/Friedel-Crafts tandem cyclization reaction has been developed. This reaction provides an efficient and practical method to construct a variety of polycyclic indole frameworks with high diastereoselectivity and good functional group tolerance (30 examples, up to 98% yield with >95 : 5 dr). The resulting products are easily accessible for further chemical transformations.

AB - An indium catalyzed Prins/Friedel-Crafts tandem cyclization reaction has been developed. This reaction provides an efficient and practical method to construct a variety of polycyclic indole frameworks with high diastereoselectivity and good functional group tolerance (30 examples, up to 98% yield with >95 : 5 dr). The resulting products are easily accessible for further chemical transformations.

KW - Friedel-Crafts

KW - Prins

KW - indium

KW - tandem cyclization

KW - thiophenes

UR - https://www.scopus.com/pages/publications/85159043362

U2 - 10.1002/ajoc.202300147

DO - 10.1002/ajoc.202300147

M3 - 文章

AN - SCOPUS:85159043362

SN - 2193-5807

VL - 12

JO - Asian Journal of Organic Chemistry

JF - Asian Journal of Organic Chemistry

IS - 6

M1 - e202300147

ER -

Synthesis of Thienyl Polycyclic Fused Indoles Based on the Indium Catalyzed Prins/Friedel-Crafts Tandem Reaction

Abstract

Keywords

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