Pd-catalyzed imine cyclization: synthesis of antimalarial natural products Aplidiopsamine A, Marinoquinoline A, and their potential hybrid NCLite-M1

Jyoti P Mahajan; Yogeshwar R Suryawanshi; Santosh B Mhaske

doi:10.1021/ol302676v

Pd-catalyzed imine cyclization: synthesis of antimalarial natural products Aplidiopsamine A, Marinoquinoline A, and their potential hybrid NCLite-M1

Org Lett. 2012 Nov 16;14(22):5804-7. doi: 10.1021/ol302676v. Epub 2012 Oct 24.

Authors

Jyoti P Mahajan¹, Yogeshwar R Suryawanshi, Santosh B Mhaske

Affiliation

¹ Division of Organic Chemistry, National Chemical Laboratory (CSIR-NCL), Pune 411 008, India.

PMID: 23094598
DOI: 10.1021/ol302676v

Abstract

Palladium-catalyzed cyclization of imines has been developed to construct the extremely rare 3H-pyrrolo[2,3-c]quinoline ring system for diversity oriented first total synthesis of antimalarial marine natural product Aplidiopsamine A as well as synthesis of Marinoquinoline A and potential natural product hybrid NCLite-M1.

Publication types

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

MeSH terms

Animals
Antimalarials / chemical synthesis*
Antimalarials / chemistry
Antimalarials / pharmacology
Biological Products / chemical synthesis*
Biological Products / chemistry
Biological Products / pharmacology
Catalysis
Combinatorial Chemistry Techniques
Cyclization
Marine Biology
Molecular Structure
Palladium / chemistry*
Pyrroles / chemical synthesis*
Pyrroles / chemistry
Pyrroles / pharmacology
Quinolines / chemical synthesis*
Quinolines / chemistry
Quinolines / pharmacology

Substances

Antimalarials
Biological Products
Pyrroles
Quinolines
aplidiopsamine A
marinoquinoline A
Palladium