| 摘要 |
<p>PROBLEM TO BE SOLVED: To efficiently obtain the subject skeleton in high reproducibility under mild conditions by condensation reaction of a specific bromoindoleacetic acid compound with tryptamine followed by oxidation and then acetylation of the condensate thus formed followed by carrying out cyclodehydration, light irradiation and HBr elimination reaction, etc. SOLUTION: This skeleton is obtained by the following process: a 2- bromoindoleacetic acid compound of formula I (R2 is H or a substituent) is subjected to condensation reaction with tryptamine to form an amide compound of formula II, which is then oxidized followed by acetylation of the nitrogen atom in the amide compound to derive the corresponding acyl compound of formula III (Ac is acetyl), which, in turn, subjected to cyclodehydration to form a compound of formula IV, which is then put to light irradiation and HBr elimination reaction, and as desired, furthermore, deacylation reaction or protective group or substituent introduction to obtain the aimed skeleton of formula V (R1 to R3 are each H, a protective group or substituent). The method described above is useful as a method for synthesizing physiologically active alkaloids.</p> |
