Chiral phosphoric acid-catalyzed transfer hydrogenation of 3,3-difluoro-3H-indoles

Yumei Wang; Guangzhu Wang; Yanping Zhu; Kaiwu Dong

doi:10.3762/bjoc.20.20

Chiral phosphoric acid-catalyzed transfer hydrogenation of 3,3-difluoro-3H-indoles

Yumei Wang
, Guangzhu Wang
, Yanping Zhu^*
, Kaiwu Dong^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

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

3 Scopus citations

Abstract

A convenient and efficient method for the synthesis of optically active difluoro-substituted indoline derivatives starting from the corresponding 3H-indoles by chiral phosphoric acid-catalyzed transfer hydrogenation was developed. Using Hantzsch ester as the hydrogen source under mild reaction conditions, the target products can be obtained with excellent yield and enantioselectivity.

Original language	English
Pages (from-to)	205-211
Number of pages	7
Journal	Beilstein Journal of Organic Chemistry
Volume	20
DOIs	https://doi.org/10.3762/bjoc.20.20
State	Published - 2024

Keywords

3,3-difluoroindoline
Hantzsch ester
asymmetric organocatalysis
chiral Brønsted acid
transfer hydrogenation

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10.3762/bjoc.20.20

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title = "Chiral phosphoric acid-catalyzed transfer hydrogenation of 3,3-difluoro-3H-indoles",

abstract = "A convenient and efficient method for the synthesis of optically active difluoro-substituted indoline derivatives starting from the corresponding 3H-indoles by chiral phosphoric acid-catalyzed transfer hydrogenation was developed. Using Hantzsch ester as the hydrogen source under mild reaction conditions, the target products can be obtained with excellent yield and enantioselectivity.",

keywords = "3,3-difluoroindoline, Hantzsch ester, asymmetric organocatalysis, chiral Br{\o}nsted acid, transfer hydrogenation",

author = "Yumei Wang and Guangzhu Wang and Yanping Zhu and Kaiwu Dong",

note = "Publisher Copyright: {\textcopyright} 2024 Wang et al.",

year = "2024",

doi = "10.3762/bjoc.20.20",

language = "英语",

volume = "20",

pages = "205--211",

journal = "Beilstein Journal of Organic Chemistry",

issn = "2195-951X",

publisher = "Beilstein-Institut Zur Forderung der Chemischen Wissenschaften",

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TY - JOUR

T1 - Chiral phosphoric acid-catalyzed transfer hydrogenation of 3,3-difluoro-3H-indoles

AU - Wang, Yumei

AU - Wang, Guangzhu

AU - Zhu, Yanping

AU - Dong, Kaiwu

PY - 2024

Y1 - 2024

N2 - A convenient and efficient method for the synthesis of optically active difluoro-substituted indoline derivatives starting from the corresponding 3H-indoles by chiral phosphoric acid-catalyzed transfer hydrogenation was developed. Using Hantzsch ester as the hydrogen source under mild reaction conditions, the target products can be obtained with excellent yield and enantioselectivity.

AB - A convenient and efficient method for the synthesis of optically active difluoro-substituted indoline derivatives starting from the corresponding 3H-indoles by chiral phosphoric acid-catalyzed transfer hydrogenation was developed. Using Hantzsch ester as the hydrogen source under mild reaction conditions, the target products can be obtained with excellent yield and enantioselectivity.

KW - 3,3-difluoroindoline

KW - Hantzsch ester

KW - asymmetric organocatalysis

KW - chiral Brønsted acid

KW - transfer hydrogenation

UR - https://www.scopus.com/pages/publications/85186092554

U2 - 10.3762/bjoc.20.20

DO - 10.3762/bjoc.20.20

M3 - 文章

AN - SCOPUS:85186092554

SN - 2195-951X

VL - 20

SP - 205

EP - 211

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Chiral phosphoric acid-catalyzed transfer hydrogenation of 3,3-difluoro-3H-indoles

Abstract

Keywords

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