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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...

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Autores principales: Lian, Yajing, Bergman, Robert G., Lavis, Luke D., Ellman, Jonathan A.
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
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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.
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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
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