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Lyconadin-A; 5-bromo-3-nicotinic acid; B-alkyl Suzuki coupling; intramolecular Michael reaction.

Synthetic efforts toward the synthesis of (?)-lyconadin A are described. B-Alkyl Suzuki coupling is utilized for combining 2-iodo cyclohexenone with the piperidine subunit. The piperidine subunit is derived from 5-bromo-3-nicotinic acid, and iodo cyclohexenone from commercially available (R)-pulegone. An intramolecular Michael reaction is employed for the creation of the C6-C7 bond.

SATISH KARELLA^{1 2} SADAGOPAN RAGHAVAN^{1 2}

1. Department of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology (CSIR-IICT), Hyderabad, Telangana 500 007, India
2. Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, Uttar Pradesh 201 002, India

Published

6 August 2020

Manuscript received

4 November 2019

Manuscript revised

30 December 2019

Accepted

1 January 2020