Organic letters

A Novel Access to Tetrahydro-β-Carbolines via One-Pot Hydroformylation/Fischer Indole Synthesis: Rearrangement of 3, 3-Spiroindoleninium Cations

BP Bondzic, P Eilbracht

Index: Bondzic, Bojan P.; Eilbracht, Peter Organic Letters, 2008 , vol. 10, # 16 p. 3433 - 3436

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Citation Number: 25

Abstract

Next, we focused on optimization of reaction conditions and investigation of the product distribution in the hydroformylation/indolization sequence. A stepwise procedure (4) involving tandem hydroformylation/ hydrazone formation using 1 mol % Rh(acac)(CO) 2 under 50/10 bar CO/H 2 in THF at 100 °C for 3 days with subsequent indolization in 4 wt % H 2 SO 4 has been applied for the test reaction with substrate 4a. Unmodified Rh catalyst yielded in two products 5a ...