We describe a new approach for the solid-phase synthesis of indoles 1 that involves a one-pot release and cyclization reaction of a solid-supported hydrazone through a Wang-type linker. Using this solid-phase methodology, we accomplished the synthesis of 40 naltrindole derivatives.
General and shon synthesis of trans-4a-aryl-6-oxodecahydroisoquinolines was described.In particular, the synthesis of 2-cyclopropylmethyl-4a-(3-hydroxyphenyl)-trans6-oxodecahydroisuquinoline (1 2).one of the remarkably useful molecule as an opioid message structural part, was attained in only seven steps.The key step in this synthetic approach was 1.4-conjugate addition of aryl moiety to sterically hindered enones (2).Classification of opioid receptors into three different types ( p , 8 , and K ) has been established by not only phmacolo$cal but also molecular biological study.'And many opioid ligands highly selective and potent for each opioid receptor type were reported.2Some of them were rationally designed on the baris of "message-address conceptn3 (message structural part in the opioid ligand: essential moiety for elicitation of intrinsic activity on opioid receptors, and address structural part in the opioid ligand: necessary moiety for selectivity on each opioid receptor type) in opioid area, and the resultant receptor type selective agonists and antagonist? were proved to be useful tools for pharmacological studies to elucidate the prupenies of each opioid receptor type.2.4In the strategy for design of opioid ligands employing the above concept, the first task is to select the message structure and to establish its general synthetic method for execution of medicinal chemistry.The requisite properties of the message structure should be to have high opioid activity on its own molecule and to have functional g ~o u p at suitable position in its structure in order to construct an address moiety.Although 4.5-epoxymorphinans, morphinans, benzomorphans, and so on have k e n well known structures5 as message moiety (Figure 1).we were especially interested in trans-4a-aryl-6-ox[xlecahydroisoquinolines as a target message since the system has trans-fused ring structure which includes angular axial phenol group mimic the C-D ring system of morphine.And it has a ketone group at suitable position for introduction of address moiety.Moreover the presence of rotationable phenol ring in this message
2-Thioxo-4-oxo-5-thiazolidineacetic acid and its esters were synthesized by a new method of reacting maleic acid or its esters with dithiocarbamic acids. Structure of the products was proved from ultraviolet and infrared absorption spectra.
