Metal-free sequential decarbonylative annulation of N-cyanamides for the construction of 2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-ones

Xueke Liu; Ping Qian; Yi Wang; Yi Pan

doi:10.1039/C7QO00677B

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Metal-free sequential decarbonylative annulation of N-cyanamides for the construction of 2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-ones†

Xueke Liu,^a Ping Qian,^a Yi Wang

*^a and Yi Pan^abc

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* Corresponding authors

^a Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry & Chemical Engineering, Nanjing University, Nanjing, China
E-mail: yiwang@nju.edu.cn

^b State Key, Laboratory of Coordination Chemistry, Nanjing University, China

^c Collaborative Innovation Center of Advanced Microstructures, Nanjing University, China

Abstract

A convenient metal-free sequential decarbonylative annulation of unactivated alkenes for the construction of quinazolinones and dihydroisoquinolinones has been developed. This strategy features the oxidative decarbonylation of various secondary and tertiary alkyl aldehydes with N-cyanamide alkenes for the cascade construction of C–C/C–N bonds.

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DOI: https://doi.org/10.1039/C7QO00677B
Article type: Research Article
Submitted: 02 Aug 2017
Accepted: 01 Sep 2017
First published: 04 Sep 2017

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Org. Chem. Front., 2017,4, 2370-2374

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Metal-free sequential decarbonylative annulation of N-cyanamides for the construction of 2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-ones

X. Liu, P. Qian, Y. Wang and Y. Pan, Org. Chem. Front., 2017, 4, 2370 DOI: 10.1039/C7QO00677B

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Organic Chemistry Frontiers

Metal-free sequential decarbonylative annulation of N-cyanamides for the construction of 2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-ones†

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Metal-free sequential decarbonylative annulation of N-cyanamides for the construction of 2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-ones

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