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Palladium-catalyzed regioselective [3 + 2] annulation of internal alkynes and iodo-pyranoquinolines with concomitant ring opening
Journal article   Peer reviewed

Palladium-catalyzed regioselective [3 + 2] annulation of internal alkynes and iodo-pyranoquinolines with concomitant ring opening

Trapti Aggarwal, Rajeev R Jha, Rakesh K Tiwari, Sonu Kumar, Siva K Reddy Kotla, Sushil Kumar and Akhilesh K Verma
Organic letters, Vol.14(20), pp.5184-5187
19/10/2012
PMID: 23020191

Abstract

Alkynes - chemistry Catalysis Indoles - chemistry Molecular Structure Palladium - chemistry Quinolines - chemistry
A regioselective tandem synthesis of highly functionalized pyrrolo[1,2-a]quinolines has been developed through a novel strategy by palladium-catalyzed [3 + 2] annulation of iodo-pyranoquinolines and internal alkynes with subsequent ring opening. Pyranoquinoline with n-alkyl substitution at the 3-position leads to the formation of pyrrolo-acridones via [3 + 2] annulations/ring opening and successive intramolecular cross-aldol condensation.

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