Facile Synthesis of Polysubstituted Indolizines via One-Pot Reaction of 1-Acetylaryl 2-Formylpyrroles and Enals

Minghua Gong; Jingcheng Guo; Pengrui Jiang; Ye Zhang; Zhenqian Fu; Wei Huang

doi:10.1002/asia.201901517

Facile Synthesis of Polysubstituted Indolizines via One-Pot Reaction of 1-Acetylaryl 2-Formylpyrroles and Enals

Minghua Gong, Jingcheng Guo, Pengrui Jiang, Ye Zhang, Zhenqian Fu, Wei Huang

Institute of Flexible Electronics

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

10 Scopus citations

Abstract

An efficient method for the synthesis of polysubstituted indolizines has been developed based on formal [4+2] annulation of 1-acetylaryl 2-formylpyrroles with enals, followed by oxidative aromatization. Pyridine-type six-membered rings were constructed in this transformation. This transition metal-free reaction features mild reaction conditions, a broad substrate scope, and excellent functional group tolerance. Notably, the formyl group is well tolerated under reaction conditions.

Original language	English
Pages (from-to)	352-355
Number of pages	4
Journal	Chemistry - An Asian Journal
Volume	15
Issue number	3
DOIs	https://doi.org/10.1002/asia.201901517
State	Published - 3 Feb 2020

Keywords

dihydroindolizine
indolizines
pyridine-ring construction
transition metal-free
[4+2] annulation

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10.1002/asia.201901517

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title = "Facile Synthesis of Polysubstituted Indolizines via One-Pot Reaction of 1-Acetylaryl 2-Formylpyrroles and Enals",

abstract = "An efficient method for the synthesis of polysubstituted indolizines has been developed based on formal [4+2] annulation of 1-acetylaryl 2-formylpyrroles with enals, followed by oxidative aromatization. Pyridine-type six-membered rings were constructed in this transformation. This transition metal-free reaction features mild reaction conditions, a broad substrate scope, and excellent functional group tolerance. Notably, the formyl group is well tolerated under reaction conditions.",

keywords = "dihydroindolizine, indolizines, pyridine-ring construction, transition metal-free, [4+2] annulation",

author = "Minghua Gong and Jingcheng Guo and Pengrui Jiang and Ye Zhang and Zhenqian Fu and Wei Huang",

note = "Publisher Copyright: {\textcopyright} 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",

year = "2020",

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T1 - Facile Synthesis of Polysubstituted Indolizines via One-Pot Reaction of 1-Acetylaryl 2-Formylpyrroles and Enals

AU - Gong, Minghua

AU - Guo, Jingcheng

AU - Jiang, Pengrui

AU - Zhang, Ye

AU - Fu, Zhenqian

AU - Huang, Wei

PY - 2020/2/3

Y1 - 2020/2/3

N2 - An efficient method for the synthesis of polysubstituted indolizines has been developed based on formal [4+2] annulation of 1-acetylaryl 2-formylpyrroles with enals, followed by oxidative aromatization. Pyridine-type six-membered rings were constructed in this transformation. This transition metal-free reaction features mild reaction conditions, a broad substrate scope, and excellent functional group tolerance. Notably, the formyl group is well tolerated under reaction conditions.

AB - An efficient method for the synthesis of polysubstituted indolizines has been developed based on formal [4+2] annulation of 1-acetylaryl 2-formylpyrroles with enals, followed by oxidative aromatization. Pyridine-type six-membered rings were constructed in this transformation. This transition metal-free reaction features mild reaction conditions, a broad substrate scope, and excellent functional group tolerance. Notably, the formyl group is well tolerated under reaction conditions.

KW - dihydroindolizine

KW - indolizines

KW - pyridine-ring construction

KW - transition metal-free

KW - [4+2] annulation

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DO - 10.1002/asia.201901517

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AN - SCOPUS:85077381291

SN - 1861-4728

VL - 15

SP - 352

EP - 355

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

IS - 3

ER -

Facile Synthesis of Polysubstituted Indolizines via One-Pot Reaction of 1-Acetylaryl 2-Formylpyrroles and Enals

Abstract

Keywords

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