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Iron Catalyzed Formal [3+2] Cycloaddition of Tetrahydroisoquinoline Affording Amide-bearing Dihydropyrrolo[2,1-a]isoquinolines

preprint
submitted on 21.03.2020 and posted on 25.03.2020 by Si-Wei Liu, Dan-Dan Ma, Xin-Xin Zhu, Cheng-Dan Luo, Hui-Lin Tan, Xiao-Li Ju, Xue Tan, Xiao-Hui Tang, Jie Huang, Jia Wang, Xian-Xun Wang, Hai-Lei Cui

We have developed an iron(III) chloride hexahydrate catalyzed formal [3+2] cycloaddition of tetrahydroisoquinolines with amide group-bearing Morita-Baylis-Hillman (MBH) carbonates. A range of highly functionalized dihydropyrrolo[2,1-a]isoquinolines could be prepared through SN2’/oxidation/ electrocyclization/aromatization cascade (32-62% yield).


Funding

the National Natural Science Foundation of China (21871035, 21502013)

History

Email Address of Submitting Author

1054317607@qq.com

Institution

Chongqing University of Arts and Sciences

Country

China

ORCID For Submitting Author

0000-0003-2122-644X

Declaration of Conflict of Interest

No conflict of interest.

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