dppb and TfOH promoted cascade reaction of o-nitrophenylpropiolamides to access C2-spiro-pseudoindoxyls

Qiongwen Kang; Yan Wang; Zongkang Wang; Nana Fei; Peng He; Lingkai Kong; Yanzhong Li

doi:10.1039/d4qo00016a

dppb and TfOH promoted cascade reaction of o-nitrophenylpropiolamides to access C2-spiro-pseudoindoxyls

Qiongwen Kang
, Yan Wang
, Zongkang Wang
, Nana Fei
, Peng He
, Lingkai Kong^*
, Yanzhong Li^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University
Linyi University

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

4 Scopus citations

Abstract

A dppb and TfOH promoted cascade reaction of o-nitrophenylpropiolamides to access C2-spiro-pseudoindoxyls under mild conditions has been developed. The desired products were obtained in high to excellent yields. A mechanism involving the formation of the key intermediate 3-indolol-2-carboxamide, which originates from an indolyl dimer intermediate is proposed. The notable advantages of this process include good functional group tolerance, excellent yields, and operational simplicity.

Original language	English
Pages (from-to)	2075-2080
Number of pages	6
Journal	Organic Chemistry Frontiers
Volume	11
Issue number	7
DOIs	https://doi.org/10.1039/d4qo00016a
State	Published - 7 Apr 2024

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abstract = "A dppb and TfOH promoted cascade reaction of o-nitrophenylpropiolamides to access C2-spiro-pseudoindoxyls under mild conditions has been developed. The desired products were obtained in high to excellent yields. A mechanism involving the formation of the key intermediate 3-indolol-2-carboxamide, which originates from an indolyl dimer intermediate is proposed. The notable advantages of this process include good functional group tolerance, excellent yields, and operational simplicity.",

author = "Qiongwen Kang and Yan Wang and Zongkang Wang and Nana Fei and Peng He and Lingkai Kong and Yanzhong Li",

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T1 - dppb and TfOH promoted cascade reaction of o-nitrophenylpropiolamides to access C2-spiro-pseudoindoxyls

AU - Kang, Qiongwen

AU - Wang, Yan

AU - Wang, Zongkang

AU - Fei, Nana

AU - He, Peng

AU - Kong, Lingkai

AU - Li, Yanzhong

PY - 2024/4/7

Y1 - 2024/4/7

N2 - A dppb and TfOH promoted cascade reaction of o-nitrophenylpropiolamides to access C2-spiro-pseudoindoxyls under mild conditions has been developed. The desired products were obtained in high to excellent yields. A mechanism involving the formation of the key intermediate 3-indolol-2-carboxamide, which originates from an indolyl dimer intermediate is proposed. The notable advantages of this process include good functional group tolerance, excellent yields, and operational simplicity.

AB - A dppb and TfOH promoted cascade reaction of o-nitrophenylpropiolamides to access C2-spiro-pseudoindoxyls under mild conditions has been developed. The desired products were obtained in high to excellent yields. A mechanism involving the formation of the key intermediate 3-indolol-2-carboxamide, which originates from an indolyl dimer intermediate is proposed. The notable advantages of this process include good functional group tolerance, excellent yields, and operational simplicity.

UR - https://www.scopus.com/pages/publications/85186464644

U2 - 10.1039/d4qo00016a

DO - 10.1039/d4qo00016a

M3 - 文章

AN - SCOPUS:85186464644

SN - 2052-4110

VL - 11

SP - 2075

EP - 2080

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 7

ER -

dppb and TfOH promoted cascade reaction of o-nitrophenylpropiolamides to access C2-spiro-pseudoindoxyls

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