Tetrahedron

Use of the Pictet–Spengler reaction for the synthesis of 1, 4-disubstituted-1, 2, 3, 4-tetrahydro-β-carbolines and 1, 4-disubstituted-β-carbolines: formation of γ- …

RS Kusurkar, NAH Alkobati, AS Gokule, VG Puranik

Index: Kusurkar, Radhika S.; Alkobati, Nabil A.H.; Gokule, Anita S.; Puranik, Vedavati G. Tetrahedron, 2008 , vol. 64, # 8 p. 1654 - 1662

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Citation Number: 34

Abstract

Microwave-assisted conjugate addition of indole on nitro-olefins furnished nitro compounds, which were reduced to tryptamines. Further, by using Pictet–Spengler condensation, new 1, 4-disubstituted-1, 2, 3, 4-tetrahydro-β-carbolines were synthesized in diastereoselective manner. Dehydrogenation of the tetrahydro-β-carbolines produced new 1, 4-disubstituted-β- carbolines. As a new observation, in some of the cases, Pictet–Spengler condensation ...