Collective Total Syntheses of Benzo[ c]phenanthridine Alkaloids via a Sequential Transition Metal-Catalyzed Pot-Economic Approach

Jiayue Fu; Bingbing Li; Xinxiu Wang; He Wang; Minghui Deng; Huali Yang; Bin Lin; Maosheng Cheng; Lu Yang; Yongxiang Liu

doi:10.1021/acs.orglett.2c03278

Collective Total Syntheses of Benzo[ c]phenanthridine Alkaloids via a Sequential Transition Metal-Catalyzed Pot-Economic Approach

Org Lett. 2022 Nov 18;24(45):8310-8315. doi: 10.1021/acs.orglett.2c03278. Epub 2022 Nov 7.

Authors

Jiayue Fu^{1

2

3}, Bingbing Li^{1

2

3}, Xinxiu Wang^{1

2

3}, He Wang^{1

2

3}, Minghui Deng^{1

3}, Huali Yang^{1

3}, Bin Lin^{1

2

3}, Maosheng Cheng^{1

3}, Lu Yang^{1

2

3}, Yongxiang Liu^{1

2

3}

Affiliations

¹ Key Laboratory of Structure-Based Drug Design and Discovery (Shenyang Pharmaceutical University), Ministry of Education, Shenyang 110016, P. R. China.
² Wuya College of Innovation, Shenyang Pharmaceutical University, Shenyang 110016, P. R. China.
³ Institute of Drug Research in Medicine Capital of China, Benxi 117000, P. R. China.

PMID: 36342358
DOI: 10.1021/acs.orglett.2c03278

Abstract

Collective total syntheses of 10 benzo[c]phenanthridines were achieved on the basis of the construction of rings C and B through sequential transition metal-catalyzed reactions and flexible condition-controlled Mannich reaction via three pots in 25-34% yields, which provided an efficient route to benzo[c]phenanthridines via a pot-economic approach.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkaloids*
Catalysis
Phenanthridines
Transition Elements*

Substances

Phenanthridines
Alkaloids
Transition Elements