Chemical and Pharmaceutical Bulletin
January 2002
Fumio Yamada, Mayumi Tamura, Atsuko Hasegawa et al.
Psilocin analogs having either a formyl group (9-12) or a bromine atom (13-18) at the 5- or 7-position have been prepared for the first time. Syntheses of 5- and 7-bromo derivatives of 4-hydroxy- (23, 24, 28) and 4-benzyloxyindole-3-carbaldehyde (19, 25, 29, 30), 4-benzyloxyindole-3-acetonitriles (20, 31), and 4-benzyloxy-N,N-dimethyltryptamine (32, 34, 35) have also been established.
ChemInform
July 31, 2001
Masanori Somei, Fumio Yamada, Takashi Kurauchi et al.
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Chemical and Pharmaceutical Bulletin
2001
Masanori Somei, Fumio Yamada, Takashi Kurauchi et al.
41 citations
Application of regioselective nucleophilic substitution reactions of 1-hydroxytryptamines to novel and simple syntheses of serotonin (1a), N-methylserotonin (1b), bufotenine (1c), 5-methoxy-N-methyltryptamine (2a), bufobutanoic acid (3a), N-(indol-3-yl)methyl-5-methoxy-N-methyltryptamine (4), and lespedamine (5) are described. Effective syntheses of 5-benzyloxytryptamine and...
Heterocycles
1997
Masanori Somei, Fumio Yamada, Harunobu Morikawa
21 citations
Simple syntheses of serotonin (la), N-methylserotonin (lb), bufotenine (lc), and melatonin (2), and the first total synthesis of N-(indol-3-y1)methyl-N-methyl-5-methoxytryptamine (3) from tryptamine (4a) are reported through acid catalyzed nucleophilic substitution reaction of 1-hydroxytryptamines.Tryptamine alkaloids such as serotonin (la, Scheme l)? N-methylserotonin (lb)?bufotenine (lc) ?arb
ChemInform
July 11, 1995
Masanori Somei, K. Kobayashi, Keiko Tanii et al.
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Heterocycles
1995
Masanori Somei, Kensuke Kobayashi, Keiko Tanii et al.
18 citations
Various types of 1-hydroxyindoles were prepared for the first time.Through methylation or acid catalyzed nucleophilic bromination of N,N-dimethyl-1 -hydroxytryptamine, simple syntheses of lespedamine and 5-bromo-N,N-dimethyltryptamine were achieved, respectively.~espedaminez (1 a, Scheme 1) was isolated from Lespedeza bicolorvar.japonica Nakai and -b r o m o -~, ~-d i m e t h ~l t r y ~t a m i...