Copper-Catalyzed Modular Assembly of Polyheterocycles

Qian Wang; Jesse Tuinhof; Kumchok C Mgimpatsang; Katarzyna Kurpiewska; Justyna Kalinowska-Tluscik; Alexander Dömling

doi:10.1021/acs.joc.0c01238

Copper-Catalyzed Modular Assembly of Polyheterocycles

Qian Wang
, Jesse Tuinhof
, Kumchok C Mgimpatsang
, Katarzyna Kurpiewska
, Justyna Kalinowska-Tluscik
, Alexander Dömling^*

^*Corresponding author voor dit werk

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Easy operation, readily accessible starting materials, and short syntheses of the privileged scaffold indeno[1,2-c]isoquinolinone were achieved by an multicomponent reaction (MCR)-based protocol via an ammonia-Ugi-four component reaction (4CR)/copper-catalyzed annulation sequence. The optimization and scope and limitations of this short and general sequence are described. The methodology allows an efficient construction of a wide variety of indenoisoquinolinones in just two steps.

Originele taal-2	English
Pagina's (van-tot)	9915-9927
Aantal pagina's	13
Tijdschrift	The Journal of Organic Chemistry
Volume	85
Nummer van het tijdschrift	15
Vroegere onlinedatum	12-jul-2020
DOI's	https://doi.org/10.1021/acs.joc.0c01238
Status	Published - 7-aug-2020

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10.1021/acs.joc.0c01238Licentie: CC BY-NC-ND

Copper-Catalyzed Modular Assembly of PolyheterocyclesFinal publisher's version, 1,57 MBLicentie: CC BY-NC-ND

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CCDC 1991899: Experimental Crystal Structure Determination
Wang, Q. (Contributor), Tuinhof, J. (Contributor), Mgimpatsang, K. C. (Contributor), Kurpiewska, K. (Contributor), Kalinowska-Tluscik, J. (Contributor) & Dömling, A. (Contributor), University of Groningen, 21-mrt-2020
DOI: 10.5517/ccdc.csd.cc24vqtk
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title = "Copper-Catalyzed Modular Assembly of Polyheterocycles",

abstract = "Easy operation, readily accessible starting materials, and short syntheses of the privileged scaffold indeno[1,2-c]isoquinolinone were achieved by an multicomponent reaction (MCR)-based protocol via an ammonia-Ugi-four component reaction (4CR)/copper-catalyzed annulation sequence. The optimization and scope and limitations of this short and general sequence are described. The methodology allows an efficient construction of a wide variety of indenoisoquinolinones in just two steps.",

keywords = "BIOLOGICAL EVALUATION, DERIVATIVES, INHIBITORS, ANNULATION",

author = "Qian Wang and Jesse Tuinhof and Mgimpatsang, \{Kumchok C\} and Katarzyna Kurpiewska and Justyna Kalinowska-Tluscik and Alexander D{\"o}mling",

year = "2020",

month = aug,

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doi = "10.1021/acs.joc.0c01238",

language = "English",

volume = "85",

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TY - JOUR

T1 - Copper-Catalyzed Modular Assembly of Polyheterocycles

AU - Wang, Qian

AU - Tuinhof, Jesse

AU - Mgimpatsang, Kumchok C

AU - Kurpiewska, Katarzyna

AU - Kalinowska-Tluscik, Justyna

AU - Dömling, Alexander

PY - 2020/8/7

Y1 - 2020/8/7

N2 - Easy operation, readily accessible starting materials, and short syntheses of the privileged scaffold indeno[1,2-c]isoquinolinone were achieved by an multicomponent reaction (MCR)-based protocol via an ammonia-Ugi-four component reaction (4CR)/copper-catalyzed annulation sequence. The optimization and scope and limitations of this short and general sequence are described. The methodology allows an efficient construction of a wide variety of indenoisoquinolinones in just two steps.

AB - Easy operation, readily accessible starting materials, and short syntheses of the privileged scaffold indeno[1,2-c]isoquinolinone were achieved by an multicomponent reaction (MCR)-based protocol via an ammonia-Ugi-four component reaction (4CR)/copper-catalyzed annulation sequence. The optimization and scope and limitations of this short and general sequence are described. The methodology allows an efficient construction of a wide variety of indenoisoquinolinones in just two steps.

KW - BIOLOGICAL EVALUATION

KW - DERIVATIVES

KW - INHIBITORS

KW - ANNULATION

U2 - 10.1021/acs.joc.0c01238

DO - 10.1021/acs.joc.0c01238

M3 - Article

C2 - 32615764

SN - 0022-3263

VL - 85

SP - 9915

EP - 9927

JO - The Journal of Organic Chemistry

JF - The Journal of Organic Chemistry

IS - 15

ER -

Copper-Catalyzed Modular Assembly of Polyheterocycles

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CCDC 1991899: Experimental Crystal Structure Determination

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