Synthesis of bis- and tris-heterocycles via one-pot I-MCR/PS cyclization/further one-pot oxidative spiro-rearrangement.

A series of novel 2-tetrazolylmethyl-2,3,4,9-tetrahydro-1H-β-carbolines were prepared in good to excellent overall yields by an efficient MW-assisted one-pot Ugi-azide/Pictet-Spengler process. This work describes the first synthesis of compounds including both 1,5-disubstituted 1H-tetrazole and 2,3,4,9-tetrahydro-1H-β-carboline heterocyclic systems.

Synthesis of 2-Tetrazolylmethyl-2,3,4,9-tetrahydro-1H--carbolines by a One-Pot Ugi-Azide/Pictet-Spengler Process. -(CARDENAS-GALINDO, L. E.; ISLAS-JACOME, A.; ALVAREZ-RODRIGUEZ, N. V.; EL KAIM, L.; GAMEZ-MONTANO*, R.; Synthesis 46 (2014) 1, 49-56, http://dx.doi.org/10.1055/s-0033-1340051 ; Fac. Quim., Univ. Guanajuato, 36050 Guanajuato, Mex.; Eng.) -M. Tismer 25-145

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The Ugi Reaction of Cyanoacetic Acid as a Route to Tetramic Acid Derivatives. -The Ugi one-pot reaction of cyanoacetic acid (I), aromatic aldehydes [e.g. (III)], amines [e.g. (II)], and isocyanides [e.g. (IV)] produces aminopyrrolinone derivatives [e.g. (V)]. This reaction doesn't apply to aliphatic aldehydes. -(ALVAREZ-RODRIGUEZ, N. V.; DOS SANTOS, A.; EL KAIM*, L.; GAMEZ-MONTANO, R.; Synlett 26 (2015) 16, 2253-2256, http://dx.doi.org/10.1055/s-0035-1560050 ; Lab. D.C.S.O., CNRS, Ec. Polytech., F-91128 Palaiseau, Fr.; Eng.) -L. Grundl 08-130