An expedient approach to pyrrolo[3,2-c]quinolines via regioselective formation of the pyrrole nucleus over indoles

Manjusha V Karkhelikar; Rajeev R Jha; B Sridhar; Pravin R Likhar; Akhilesh K Verma

doi:10.1039/c4cc02466d

An expedient approach to pyrrolo[3,2-c]quinolines via regioselective formation of the pyrrole nucleus over indoles

Chem Commun (Camb). 2014 Aug 11;50(62):8526-8. doi: 10.1039/c4cc02466d.

Authors

Manjusha V Karkhelikar¹, Rajeev R Jha, B Sridhar, Pravin R Likhar, Akhilesh K Verma

Affiliation

¹ Organometallic Group, Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Hyderabad-500007, India. plikhar@iict.res.in.

PMID: 24950020
DOI: 10.1039/c4cc02466d

Abstract

An efficient approach for the synthesis of pyrrolo[3,2-c]quinolines (the core nucleus of the natural product martinellic acid) from protected 2-alkynylanilines via the regioselective formation of pyrroles followed by Heck and intramolecular Michael addition has been described.

Publication types

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

MeSH terms

Alkynes / chemistry*
Aniline Compounds / chemistry*
Crystallography, X-Ray
Cyclization
Magnetic Resonance Spectroscopy
Mass Spectrometry
Models, Molecular
Pyrroles / chemical synthesis*
Pyrroles / chemistry
Quinolines / chemical synthesis*
Quinolines / chemistry
Stereoisomerism

Substances

Alkynes
Aniline Compounds
Pyrroles
Quinolines