Palladium-Catalyzed Dual C(sp2)-H Functionalization of Indole-2-carboxamides Involving a 1,2-Acyl Migration: A Synthesis of Indolo[3,2- c]quinolinones

Lingkai Kong; Zhong Zheng; Rong Tang; Mengdan Wang; Yue Sun; Yanzhong Li

doi:10.1021/acs.orglett.8b02419

Palladium-Catalyzed Dual C(sp²)-H Functionalization of Indole-2-carboxamides Involving a 1,2-Acyl Migration: A Synthesis of Indolo[3,2- c]quinolinones

Lingkai Kong, Zhong Zheng, Rong Tang, Mengdan Wang, Yue Sun, Yanzhong Li

School of Chemistry and Molecular Engineering

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

23 Scopus citations

Abstract

A novel Pd/Cu catalytic system to construct indolo[3,2-c]quinolinones has been developed starting from indole-2-carboxamides. Substrates were transformed into indolo[3,2-c]quinolinones through dual C(sp²)-H functionalization of the indole moiety and arene, in which a carbonyl 1,2-migration was involved. The corresponding products were obtained in moderate to excellent yields with a wide substrate scope.

Original language	English
Pages (from-to)	5696-5699
Number of pages	4
Journal	Organic Letters
Volume	20
Issue number	18
DOIs	https://doi.org/10.1021/acs.orglett.8b02419
State	Published - 21 Sep 2018

Access to Document

10.1021/acs.orglett.8b02419

Cite this

@article{b4771693c4e141f68a638f9fb97de0aa,

title = "Palladium-Catalyzed Dual C(sp2)-H Functionalization of Indole-2-carboxamides Involving a 1,2-Acyl Migration: A Synthesis of Indolo[3,2- c]quinolinones",

abstract = "A novel Pd/Cu catalytic system to construct indolo[3,2-c]quinolinones has been developed starting from indole-2-carboxamides. Substrates were transformed into indolo[3,2-c]quinolinones through dual C(sp2)-H functionalization of the indole moiety and arene, in which a carbonyl 1,2-migration was involved. The corresponding products were obtained in moderate to excellent yields with a wide substrate scope.",

author = "Lingkai Kong and Zhong Zheng and Rong Tang and Mengdan Wang and Yue Sun and Yanzhong Li",

note = "Publisher Copyright: Copyright {\textcopyright} 2018 American Chemical Society.",

year = "2018",

month = sep,

day = "21",

doi = "10.1021/acs.orglett.8b02419",

language = "英语",

volume = "20",

pages = "5696--5699",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "18",

}

TY - JOUR

T1 - Palladium-Catalyzed Dual C(sp2)-H Functionalization of Indole-2-carboxamides Involving a 1,2-Acyl Migration

T2 - A Synthesis of Indolo[3,2- c]quinolinones

AU - Kong, Lingkai

AU - Zheng, Zhong

AU - Tang, Rong

AU - Wang, Mengdan

AU - Sun, Yue

AU - Li, Yanzhong

PY - 2018/9/21

Y1 - 2018/9/21

N2 - A novel Pd/Cu catalytic system to construct indolo[3,2-c]quinolinones has been developed starting from indole-2-carboxamides. Substrates were transformed into indolo[3,2-c]quinolinones through dual C(sp2)-H functionalization of the indole moiety and arene, in which a carbonyl 1,2-migration was involved. The corresponding products were obtained in moderate to excellent yields with a wide substrate scope.

AB - A novel Pd/Cu catalytic system to construct indolo[3,2-c]quinolinones has been developed starting from indole-2-carboxamides. Substrates were transformed into indolo[3,2-c]quinolinones through dual C(sp2)-H functionalization of the indole moiety and arene, in which a carbonyl 1,2-migration was involved. The corresponding products were obtained in moderate to excellent yields with a wide substrate scope.

UR - https://www.scopus.com/pages/publications/85053347554

U2 - 10.1021/acs.orglett.8b02419

DO - 10.1021/acs.orglett.8b02419

M3 - 文章

C2 - 30183319

AN - SCOPUS:85053347554

SN - 1523-7060

VL - 20

SP - 5696

EP - 5699

JO - Organic Letters

JF - Organic Letters

IS - 18

ER -

Palladium-Catalyzed Dual C(sp²)-H Functionalization of Indole-2-carboxamides Involving a 1,2-Acyl Migration: A Synthesis of Indolo[3,2- c]quinolinones

Abstract

Access to Document

Other files and links

Fingerprint

Cite this