The Pictet-Spenqler reaction has been employed to prepare 1,2,3,4-tetrahydro-B-carbolines for many years and is presumed to go through the spiroindolenine intermediate (XIX).A review of the evidence for this mechanism is presented.Tetrahydro-8-carbolines (I) have been synthesized principally by the Bischler-Napieralski reaction (1) (Eq 1) and the Pictet-Spengler condensation (2-5) (Eq 2).Other methods (2-6) have B i o l .Chem., 1 9 7 0 , 2 4 5 , 2247; E. E. v a n Tamelen, J. Webber, G. P.
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Cook et al. (1978) studied this question.