J 2016

The Synthesis of Two Regioisomeric Aldehydes with Tetrahydrobenzo[b]thiophene Scaffold and Their Application in Solvent-Free Intramolecular 1,3-Dipolar Cycloaddition Reactions

TENORA, Lukáš, Stanislav MAN, Emilie VAN DEN BERGE and Milan POTÁČEK

Basic information

Original name

The Synthesis of Two Regioisomeric Aldehydes with Tetrahydrobenzo[b]thiophene Scaffold and Their Application in Solvent-Free Intramolecular 1,3-Dipolar Cycloaddition Reactions

Authors

TENORA, Lukáš (203 Czech Republic, belonging to the institution), Stanislav MAN (203 Czech Republic, belonging to the institution), Emilie VAN DEN BERGE (56 Belgium) and Milan POTÁČEK (203 Czech Republic, guarantor, belonging to the institution)

Edition

Synthesis, Thieme, 2016, 0039-7881

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

Germany

Confidentiality degree

není předmětem státního či obchodního tajemství

Impact factor

Impact factor: 2.650

RIV identification code

RIV/00216224:14310/16:00090538

Organization unit

Faculty of Science

DOI

UT WoS

000381315900011

Keywords in English

dipolar cycloadditions; benzothiophenes; polycycles; heterocycles; azomethine ylides;

Tags

Změněno: 14/4/2017 15:43, Ing. Andrea Mikešková

Abstract

V originále

The paper describes synthesis of two regioisomeric 2-amino-3-formyl and 3-amino-2-formyl substituted derivatives of tetrahydrobenzo[b] thiophene and their preparation for subsequent thermally-initiated reactions with secondary amines for generation of azomethine ylides; these azomethine ylides entered into intramolecular 1,3-dipolar cycloadditions. In this way, two series of new fused heterocyclic compounds were prepared, having three stereogenic centres. The compounds were identified and their structures determined.