SYNTHESES OF 1-HYDROXYTRYPTAMINES AND SEROTONINS HAVING FATTYACYL OR (E)-3-PHENYLPROPENOYL DERIVATIVES AS A NB-SUBSTITUENT, AND A NOVEL HOMOLOGATION ON THE 3-SUBSTITUENT OF THE 1-HYDROXYTRYPTAMINES UPON TREATMENT WITH DIAZOMETHANE

1-Hydroxytryptamines (6a-f) having (E)-3-phenyl-, (E)-3-(4-hydroxyphen y)-, (E)-3-(4-hydroxy-3-methoxyphenyl)propenoyl, octanoyl, hexadecanoy l, and docosanoyl group as a Nb-substituent are prepared for the first time. Preparations of serotonins (2a- c, e) from the corresponding 1- hydroxytryptamines (6a- c, e) are also reported. A novel homologation on the 3-substituent of 1-hydroxytryptamines is discovered upon treatm ent with diazomethane in chloroform or dichloromethane.