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Title: Rhodium(III)-Catalyzed Indazole Synthesis by C–H Bond Functionalization and Cyclative Capture

Journal Article · · Journal of the American Chemical Society
DOI: https://doi.org/10.1021/ja402761p · OSTI ID:1123335
 [1];  [2];  [3];  [1]
  1. Department of Chemistry, Yale University, New Haven, Connecticut 06520, United States
  2. Division of Chemical Sciences, Lawrence Berkeley National Laboratory, and Department of Chemistry, University of California, Berkeley, California 94720, United States
  3. Janelia Farm Research Campus, Howard Hughes Medical Institute, Ashburn, Virginia 20147, United States
+ Show Author Affiliations

Sponsoring Organization:
USDOE
OSTI ID:
1123335
Journal Information:
Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Vol. 135 Journal Issue: 19; ISSN 0002-7863
Publisher:
American Chemical SocietyCopyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 271 works
Citation information provided by
Web of Science

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Intramolecular Fe(II)-Catalyzed N−O or N−N Bond Formation from Aryl Azides journal May 2010
Rhodium(iii)-catalyzed oxidative carbonylation of benzamides with carbon monoxide journal January 2011
CH Bond Functionalization: Emerging Synthetic Tools for Natural Products and Pharmaceuticals journal August 2012
A Highly Selective Catalytic Method for the Oxidative Functionalization of C−H Bonds journal March 2004
The ruthenium-catalyzed silylation of aromatic CH bonds with triethylsilane journal November 2003
Rh(III)-Catalyzed Regioselective Synthesis of Pyridines from Alkenes and α,β-Unsaturated Oxime Esters journal December 2012
Rhodium-Catalyzed C−C Bond Formation via Heteroatom-Directed C−H Bond Activation journal February 2010
Grignard‐Type Arylation of Aldehydes via a Rhodium‐Catalyzed CH Activation under Mild Conditions journal May 2011
Expedient Synthesis of N-Acyl Anthranilamides and β-Enamine Amides by the Rh(III)-Catalyzed Amidation of Aryl and Vinyl C–H Bonds with Isocyanates journal July 2011
N-Directing Group Assisted Rhodium-Catalyzed Aryl C–H Addition to Aryl Aldehydes journal January 2012
C–C, C–O and C–N bond formation via rhodium(iii)-catalyzed oxidative C–H activation journal January 2012
Mild Rhodium(III)‐Catalyzed CH Activation and Intermolecular Annulation with Allenes journal April 2012
Oxidative Coupling of Aromatic Substrates with Alkynes and Alkenes under Rhodium Catalysis journal August 2010
The Chemistry of Small-Molecule Fluorogenic Probes book January 2013
Olefinic C–H Bond Addition to Aryl Aldehyde and Its N-Sulfonylimine via Rh Catalysis journal August 2012
Consecutive Condensation, C–N and N–N Bond Formations: A Copper- Catalyzed One-Pot Three-Component Synthesis of 2H-Indazole journal June 2011
Rhodium‐Catalyzed Direct Addition of Aryl CH Bonds to N‐Sulfonyl Aldimines journal January 2011
Rhodium(III)‐Catalyzed Oxidative CH Functionalization of Azomethine Ylides journal October 2012
Direct Access to Acylated Azobenzenes via Pd-Catalyzed C–H Functionalization and Further Transformation into an Indazole Backbone journal January 2013
Rhodium‐Catalyzed Annulation of N‐Benzoylsulfonamide with Isocyanide through CH Activation journal October 2011
Biotinylated Rh(III) Complexes in Engineered Streptavidin for Accelerated Asymmetric C-H Activation journal October 2012
Mechanism of the Rhodium(III)-Catalyzed Arylation of Imines via C–H Bond Functionalization: Inhibition by Substrate
  • Tauchert, Michael E.; Incarvito, Christopher D.; Rheingold, Arnold L.
  • Journal of the American Chemical Society, Vol. 134, Issue 3 https://doi.org/10.1021/ja211110h
journal January 2012
Rhodium(iii)-catalyzed synthesis of phthalides by cascade addition and cyclization of benzimidates with aldehydes journal January 2012
Indazole Estrogens:  Highly Selective Ligands for the Estrogen Receptor β journal January 2005
Towards mild metal-catalyzed C–H bond activation journal January 2011
Rapid and general profiling of protease specificity by using combinatorial fluorogenic substrate libraries journal June 2000
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Rhodium-Catalyzed Synthesis of Branched Amines by Direct Addition of Benzamides to Imines journal April 2012
Rhodium‐Catalyzed Direct Addition of Indoles to N‐Sulfonylaldimines journal January 2013
Azobenzene photoswitches for biomolecules journal January 2011
Rhodium(III)‐Catalyzed Alkenyl CH Bond Functionalization: Convergent Synthesis of Furans and Pyrroles journal November 2012
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Palladium‐Catalyzed Regioselective Halogenation of Aromatic Azo Compounds journal January 2013
Functional Near‐Infrared Fluorescent Probes journal February 2008
The Reaction of Azobenzene and Carbon Monoxide journal September 1956
Rhodium(III)-Catalyzed Arylation of Boc-Imines via C−H Bond Functionalization journal January 2011
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A Novel Rhodium‐Catalyzed Cascade Cyclization: Direct Synthesis of 3‐Substituted Phthalides from Aldehydes and Aromatic Acids journal October 2012
Rhodium(III)‐Catalyzed Amidation of Aryl Ketone O‐Methyl Oximes with Isocyanates by CH Activation: Convergent Synthesis of 3‐Methyleneisoindolin‐1‐ones journal March 2013
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Rhodium-catalyzed oxidative C2-acylation of indoles with aryl and alkyl aldehydes journal January 2012
Palladium(II)-Catalyzed CH Activation/CC Cross-Coupling Reactions: Versatility and Practicality journal June 2009
A general and efficient approach to 2H-indazoles and 1H-pyrazoles through copper-catalyzed intramolecular N–N bond formation under mild conditions journal January 2011
Rhodium(III)-Catalyzed CC Coupling between Arenes and Aziridines by CH Activation journal January 2013
Rhodium-Catalyzed Oxidative ortho-Acylation of Benzamides with Aldehydes: Direct Functionalization of the sp2 C–H Bond journal July 2011
The Davis-Beirut Reaction: A Novel Entry into 2H-indazoles and Indazolones. Recent Biological Activity of Indazoles journal September 2012

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