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Synthesis of tryptanthrin and deoxyvasicinone by a regioselective lithiation-intramolecular electrophilic reaction approach

Taterao M. PotewarARKAT USA, IncSachin A. IngaleDivision of Organic Chemistry, National Chemical Laboratory, Dr. Homi Bhabha Road, Pune-411 008, IndiaKumar V. SrinivasanDivision of Organic Chemistry, National Chemical Laboratory, Dr. Homi Bhabha Road, Pune-411 008, India
2008en
ABI

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An efficient synthesis of the 4(3H)-quinazolinone-based alkaloids, tryptanthrin and deoxyvasicinone has been achieved in good overall yields by using the strategy of regioselective lithiation-intramolecular electrophilic reaction as a key-step. Both the molecules have been synthesized in just two-steps from readily available starting materials.

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