A Novel 1,5-Benzoheteroazepine Synthesis via a One-Pot Coupling−Isomerization−Cyclocondensation Sequence
- 28 November 2000
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 2 (26) , 4181-4184
- https://doi.org/10.1021/ol006721k
Abstract
2,4-Di(hetero)aryl substituted 2,3-dihydro 1,5-benzoheteroazepines (hetero = NH, O, S) can be readily sythesized in a one-pot process initiated by a coupling−isomerization sequence of an electron poor (hetero)aryl halide and a terminal propargyl alcohol subsequently followed by a cyclocondensation with 2-amino, 2-hydroxy, or 2-mercapto anilines. In addition, the structures were established unambiguously by an X-ray structure analysis of 7a.Keywords
This publication has 8 references indexed in Scilit:
- A Novel Three-Component One-Pot Pyrimidine Synthesis Based upon a Coupling−Isomerization SequenceOrganic Letters, 2000
- An Unexpected Coupling – Isomerization Sequence as an Entry to Novel Three-Component-Pyrazoline SynthesesAngewandte Chemie International Edition in English, 2000
- Cross‐Coupling Reactions to sp Carbon AtomsPublished by Wiley ,1998
- 1,5-Benzodiazepines and 1,5-Benzodiazepinium SaltsPublished by Elsevier ,1998
- Tetrahydroimidazo[1,5,4-ef][1,5]benzo- diazepinones (isoTIBO's): Synthesis and Evaluation as HIV-1 Non-Nucleoside Reverse Transcriptase InhibitorsThe Journal of Organic Chemistry, 1997
- 5H-[1,2,4]Oxadiazolo[5,4-d][1,5]benzothiazepines as anticonvulsant agents in DBA/2 miceEuropean Journal of Medicinal Chemistry, 1995
- Zur Chemie acetylenischer Titan‐ VerbindungenEuropean Journal of Inorganic Chemistry, 1987
- A Convenient Synthesis of Ethynylarenes and DiethynylarenesSynthesis, 1980