Cargando…
Rhodium(III)-Catalyzed Indazole Synthesis by C–H Bond Functionalization and Cyclative Capture
[Image: see text] An efficient, one-step, and highly functional group-compatible synthesis of substituted N-aryl-2H-indazoles is reported via the rhodium(III)-catalyzed C–H bond addition of azobenzenes to aldehydes. The regioselective coupling of unsymmetrical azobenzenes was further demonstrated an...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2013
|
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3656829/ https://www.ncbi.nlm.nih.gov/pubmed/23642256 http://dx.doi.org/10.1021/ja402761p |
_version_ | 1782270057639837696 |
---|---|
author | Lian, Yajing Bergman, Robert G. Lavis, Luke D. Ellman, Jonathan A. |
author_facet | Lian, Yajing Bergman, Robert G. Lavis, Luke D. Ellman, Jonathan A. |
author_sort | Lian, Yajing |
collection | PubMed |
description | [Image: see text] An efficient, one-step, and highly functional group-compatible synthesis of substituted N-aryl-2H-indazoles is reported via the rhodium(III)-catalyzed C–H bond addition of azobenzenes to aldehydes. The regioselective coupling of unsymmetrical azobenzenes was further demonstrated and led to the development of a new removable aryl group that allows for the preparation of indazoles without N-substitution. The 2-aryl-2H-indazole products also represent a new class of readily prepared fluorophores for which initial spectroscopic characterization has been performed. |
format | Online Article Text |
id | pubmed-3656829 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-36568292013-05-20 Rhodium(III)-Catalyzed Indazole Synthesis by C–H Bond Functionalization and Cyclative Capture Lian, Yajing Bergman, Robert G. Lavis, Luke D. Ellman, Jonathan A. J Am Chem Soc [Image: see text] An efficient, one-step, and highly functional group-compatible synthesis of substituted N-aryl-2H-indazoles is reported via the rhodium(III)-catalyzed C–H bond addition of azobenzenes to aldehydes. The regioselective coupling of unsymmetrical azobenzenes was further demonstrated and led to the development of a new removable aryl group that allows for the preparation of indazoles without N-substitution. The 2-aryl-2H-indazole products also represent a new class of readily prepared fluorophores for which initial spectroscopic characterization has been performed. American Chemical Society 2013-05-03 2013-05-15 /pmc/articles/PMC3656829/ /pubmed/23642256 http://dx.doi.org/10.1021/ja402761p Text en Copyright © 2013 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) |
spellingShingle | Lian, Yajing Bergman, Robert G. Lavis, Luke D. Ellman, Jonathan A. Rhodium(III)-Catalyzed Indazole Synthesis by C–H Bond Functionalization and Cyclative Capture |
title | Rhodium(III)-Catalyzed Indazole Synthesis by C–H
Bond Functionalization and Cyclative Capture |
title_full | Rhodium(III)-Catalyzed Indazole Synthesis by C–H
Bond Functionalization and Cyclative Capture |
title_fullStr | Rhodium(III)-Catalyzed Indazole Synthesis by C–H
Bond Functionalization and Cyclative Capture |
title_full_unstemmed | Rhodium(III)-Catalyzed Indazole Synthesis by C–H
Bond Functionalization and Cyclative Capture |
title_short | Rhodium(III)-Catalyzed Indazole Synthesis by C–H
Bond Functionalization and Cyclative Capture |
title_sort | rhodium(iii)-catalyzed indazole synthesis by c–h
bond functionalization and cyclative capture |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3656829/ https://www.ncbi.nlm.nih.gov/pubmed/23642256 http://dx.doi.org/10.1021/ja402761p |
work_keys_str_mv | AT lianyajing rhodiumiiicatalyzedindazolesynthesisbychbondfunctionalizationandcyclativecapture AT bergmanrobertg rhodiumiiicatalyzedindazolesynthesisbychbondfunctionalizationandcyclativecapture AT lavisluked rhodiumiiicatalyzedindazolesynthesisbychbondfunctionalizationandcyclativecapture AT ellmanjonathana rhodiumiiicatalyzedindazolesynthesisbychbondfunctionalizationandcyclativecapture |