Cu-Catalyzed Ullmann-Type Double C-N Coupling Approach to 5-Aryl-5H-indolizino[3,2-b]indoles

Seonghyeon Nam; Ikyon Kim

doi:10.1021/acs.joc.2c02517

Cu-Catalyzed Ullmann-Type Double C-N Coupling Approach to 5-Aryl-5H-indolizino[3,2-b]indoles

Seonghyeon Nam, Ikyon Kim

Department of Pharmacy

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

Abstract

A modular approach to a polyfunctionalized 5H-indolizino[3,2-b]indole, an indolizine-indole fused system, was achieved from readily available pyridine-2-acetonitrile, 2-bromobenzaldehyde, and TMSCN via the strategic combination of a one-pot three-component assembly and Cu-catalyzed Ullmann-type double C-N coupling reactions through which five new bonds (two C-C and three C-N) were formed in two steps.

Original language	English
Pages (from-to)	745-754
Number of pages	10
Journal	Journal of Organic Chemistry
Volume	88
Issue number	1
DOIs	https://doi.org/10.1021/acs.joc.2c02517
Publication status	Published - 2023 Jan 6

Bibliographical note

Funding Information:
We thank the National Research Foundation of Korea (NRF-2018R1A6A1A03023718 and NRF-2020R1A2C2005961) for generous financial support.

Publisher Copyright:
© 2022 American Chemical Society.

All Science Journal Classification (ASJC) codes

Organic Chemistry

Access to Document

10.1021/acs.joc.2c02517

Cite this

@article{b04771e6e8204c11a744353407f5e062,

title = "Cu-Catalyzed Ullmann-Type Double C-N Coupling Approach to 5-Aryl-5H-indolizino[3,2-b]indoles",

abstract = "A modular approach to a polyfunctionalized 5H-indolizino[3,2-b]indole, an indolizine-indole fused system, was achieved from readily available pyridine-2-acetonitrile, 2-bromobenzaldehyde, and TMSCN via the strategic combination of a one-pot three-component assembly and Cu-catalyzed Ullmann-type double C-N coupling reactions through which five new bonds (two C-C and three C-N) were formed in two steps.",

author = "Seonghyeon Nam and Ikyon Kim",

note = "Funding Information: We thank the National Research Foundation of Korea (NRF-2018R1A6A1A03023718 and NRF-2020R1A2C2005961) for generous financial support. Publisher Copyright: {\textcopyright} 2022 American Chemical Society.",

year = "2023",

month = jan,

day = "6",

doi = "10.1021/acs.joc.2c02517",

language = "English",

volume = "88",

pages = "745--754",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "1",

}

TY - JOUR

T1 - Cu-Catalyzed Ullmann-Type Double C-N Coupling Approach to 5-Aryl-5H-indolizino[3,2-b]indoles

AU - Nam, Seonghyeon

AU - Kim, Ikyon

N1 - Funding Information: We thank the National Research Foundation of Korea (NRF-2018R1A6A1A03023718 and NRF-2020R1A2C2005961) for generous financial support. Publisher Copyright: © 2022 American Chemical Society.

PY - 2023/1/6

Y1 - 2023/1/6

N2 - A modular approach to a polyfunctionalized 5H-indolizino[3,2-b]indole, an indolizine-indole fused system, was achieved from readily available pyridine-2-acetonitrile, 2-bromobenzaldehyde, and TMSCN via the strategic combination of a one-pot three-component assembly and Cu-catalyzed Ullmann-type double C-N coupling reactions through which five new bonds (two C-C and three C-N) were formed in two steps.

AB - A modular approach to a polyfunctionalized 5H-indolizino[3,2-b]indole, an indolizine-indole fused system, was achieved from readily available pyridine-2-acetonitrile, 2-bromobenzaldehyde, and TMSCN via the strategic combination of a one-pot three-component assembly and Cu-catalyzed Ullmann-type double C-N coupling reactions through which five new bonds (two C-C and three C-N) were formed in two steps.

UR - http://www.scopus.com/inward/record.url?scp=85143870477&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85143870477&partnerID=8YFLogxK

U2 - 10.1021/acs.joc.2c02517

DO - 10.1021/acs.joc.2c02517

M3 - Article

AN - SCOPUS:85143870477

SN - 0022-3263

VL - 88

SP - 745

EP - 754

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 1

ER -

Cu-Catalyzed Ullmann-Type Double C-N Coupling Approach to 5-Aryl-5H-indolizino[3,2-b]indoles

Abstract

Bibliographical note

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this