ChemInform Abstract: Nucleophilic Substitution Reaction in Indole Chemistry: A Synthesis of Novel 7β-Substituted Yohimbine and 4aα-Substituted 1,2,3,4-Tetrahydro-β-carboline Derivatives

Autor:	Katsumasa Yoshino, Masanori Somei, Fumio Yamada
Rok vydání:	2009
Předmět:	Indole test Substitution reaction β carboline derivatives Stereochemistry Chemistry medicine Nucleophilic substitution Molecular plane General Medicine Yohimbine medicine.drug
Zdroj:	ChemInform. 40
ISSN:	1522-2667 0931-7597
Popis:	X-Ray analyses of 1-hydroxyyohimbine derivatives clearly show the deviation of the N(1)¯O bond from the indole molecular plane. This phenomenon supports our working hypothesis "bishomoallylic conjugation". The deviation is responsible for the unprecedented nucleophilic substitution reaction in 1-hydroxyindole chemistry and effected the synthesis of novel 7β-heteroarylyohimbine and 4aa-heteroaryl-l,2,3,4-tetrahydro-β-carboline derivatives from the corresponding 1-hydroxyindole derivatives.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d4c75a9d24b22ea0349aafc6fc2aaeb9 https://doi.org/10.1002/chin.200917199 Zobrazit plný text záznamu Plný text