Annual Report - IHBT

CSIR-IHBT Annual Report 2010-11Synthetic chemistryAmine and thiazole substituted gamma-butyrolactones from naturally occurringlimoneneSubstituted γ-butyrolactones are important structural motifs in several natural products andpharmaceuticals. A novel γ-butyrolactone amine and thiazole derivatives were synthesizedfrom naturally occurring limonene. The regioselective bromination followed by nucleophillicsubstitution with different amines and thiourea gave desired products in moderate yield.Synthesis of amine and thiazole derivativesSynthesis of aldol derivatives of gamma-butyrolactonesAn aldol condensation was carried out under milder basic conditions for the synthesis of α,β-unsaturated ketone derivatives of γ-butyrolactone using different substituted benzaldehydederivatives.Value addition of himachalenesBenzocycloheptene compounds containing amine and imine moieties act as ORL-1 receptorsor human β 3adrenergic receptor agonists with good oral bioavailability and anti-arrhythmic,anti-inflammatory and anti-cancer activities. Novel skeletons of epoxide, imine and amino vinylhalides of benzocycloheptene were synthesized from himachalenes (α, β and γ).23