Coupling condensation synthesis of heterocycles

US6774229B2 · kind B2 · utility

Assignee

• Morphochem GmbH · DE

Inventors

• Thomas Mueller · Hersbruck, DE
• Markus Ansorge · Hersbruck, DE

Key dates

• Filing date: May 20, 2002
• Grant date: Aug 10, 2004
• Expiry date: May 20, 2022

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D471/04
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The invention relates to a process for the preparation of heterocycles, characterised in that the following components:i) a propargyl derivative of the general structural formula I  a wherein Het is an optionally substituted hetero atom and A is a substituted or unsubstituted aromatic entity, a substituted or unsubstituted aromatic heterocycle, a substituted or unsubstituted vinyl arene and/or a derivative thereof, an olefin, an alkyne, an acceptor group or a nitrile;(ii) a compound of the general structural formula II,B—X  II, wherein B is an electron-deficient substituted or unsubstituted aromatic entity with or without an acceptor group, an electron-deficient substituted or unsubstituted heteroaromatic entity with or without an acceptor group, an electron-deficient olefin and/or alkyne, a metal complex, and X is a leaving group;(iii) a nucleophile of the general structural formula III,Y—Cn—Z  III, wherein Y and/or Z, each independently of the other, is an amino group, thio group (mercapto group), seleno group, telluro group, hydroxy group (alcohol group), imido group, carbonyl group, thiocarbonyl group, selenocarbonyl g…