A general method for the synthesis of the most powerful naturally occurring Maillard flavors
摘要:
The natural flavors 2-acetyl-1-pyrroline 1a, 2-propionyl-l-pyrroline 1b, 2-acetyl-3,4,5,6-tetrahydropyridine 1c, 2-acetyl-2-thiazoline 1d, 2-propionyl-2-thiazoline 1e, and the artificial flavor 2-acetyl-5,6-dihydro-4H-1,3-thiazine if have been prepared by catalytic SeO2 oxidation of the corresponding cyclic imines 6a-c and sulfur cyclic immes 7a-c using TBHP as co-oxidant. The oxidation of the pyrrolines 1a and b is completely regioselective. Professional olfactory evaluation together with the odor threshold of the new flavor 1f is reported. (C) 2007 Elsevier Ltd. All rights reserved.
Synthesis of Tetrazole-Derived Organocatalysts via Azido-Ugi Reaction with Cyclic Ketimines
作者:Olga I. Shmatova、Valentine G. Nenajdenko
DOI:10.1021/jo401428q
日期:2013.9.20
A newroute to tetrazole-derived cyclic amines based on the TMSN3-modified Ugi reaction with 2-substituted cyclic imines was elaborated. The reaction allows the direct preparation of five-, six-, and seven-membered cyclic amines substituted with a tetrazole ring, which are important types of organocatalysts. The scope and limitations of this method are discussed. In the case of the Ugi reaction with
Six-Component Azido-Ugi Reaction: from Cyclic Ketimines to Bis-Tetrazole-Derived 5-7-Membered Amines
作者:Irina V. Kutovaya、Danil P. Zarezin、Olga I. Shmatova、Valentine G. Nenajdenko
DOI:10.1002/ejoc.201900244
日期:2019.4.24
The six‐component azido‐Ugi reaction with 2‐substituted 5–7‐membered imines leads to mono‐ or bis‐tetrazole derivatives depending on the starting imines. The reaction is very general regarding isocyanide structure and enables preparation of 1,5‐disubstituted bis‐tetrazole derivatives connected with 5–7‐membered cyclic amine fragments. Subsequent catalytic debenzylation provides the corresponding 1H‐tetrazoles
4-Pyridyl-and 2,4-pyrimidinyl-substituted pyrrole derivatives and their use in pharmacy
申请人:——
公开号:US20030153558A1
公开(公告)日:2003-08-14
The present invention relates to 4-pyridyl- und 2,4-pyrimidinyl-substituted pyrrole derivatives and their use in pharmacy, of the formula 1
1
in which the variables have the meanings indicated in the description.
The compounds according to the invention have immunomodulating and/or cytokine release-inhibiting action and are therefore utilizable for the treatment of disorders which are connected with a disturbance of the immune system.
Chinomethide setzen sich mit alkylsubstituierten cyclischen Iminen, wie Δ1‐Pyrrolinen, 3H‐Indolen und 3,4‐Dihydroisochinolinen nicht zu den erwarteten Diels‐Alder‐Addukten um, sondern bilden unter C‐Alkylierung die Hydroxybenzyl‐Derivate 2, 4, 5 und 9–42. Die Reaktion ist für die Hydroxybenzylierung CH‐acider cyclischer Imine von Interesse und ermöglicht u.a. einen einfachen Zugang zu β‐Phenylethyl‐1
Cyclische Imine reagieren mit 3,6‐disubstituierten Tetrazinen im Sinne einer (4+2)π‐Cycloaddition über nicht isolierbare Primäraddukte zu Pyridazin‐ und Lactam‐Derivaten sowie neuen heterocyclischen Systemen. Die Reaktion mit verschiedenen Tetrazinen wird für Ketimine und Aldimine diskutiert.
Cyclische Imine reagieren mit 3,6-disubstituierten Tetraazinen im Sinne einer (4+2)π-Cycloaddition über nicht isolierbare Primäraddukte zu Pyridazin- und Lactam-Derivaten sowie neuen杂环系统。Die Reaktion mit verschiedenen Tetraazinen wird für Ketimine 和 Aldimine diskutiert。