Evidence-Based Complementary and Alternative Medicine / 2011 / Article / Sch 1

Research Article

Novel 5,6-Dihydropyrrolo[2,1-a]isoquinolines as Scaffolds for Synthesis of Lamellarin Analogues

Scheme 1

Reagents and conditions: (i) BnCl, K2CO3, EtOH, reflux, 5 h, 94%; (ii) CH3NO2, NH4OAc, AcOH, reflux, 4 h, 80.5%; (iii) LiAlH4, THF, reflux, 6 h, 84.9%; (iv) CH3COCl, Et3N, CH2Cl2, 0°C, 2 h, 4a: 81.9%, 4b: 90.7%; (v) POCl3, CH2Cl2, reflux, 3 h, 5a: 80.0%, 5b: 83.6%; (vi) 2-halogen-1-(2,4,5-trimethoxyphenyl)ethanone, CH3CN, K2CO3, reflux, 20 h, I: 74.7%, II: 72.6%.
103425.sch.001

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