Organic Letters
Letter
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acid catalyzed reaction was studied using quantum chemical
calculations. A Brønsted acid facilitates the reaction, but it does
not directly catalyze N−N bond formation. Rather, it catalyzes
formation of 2 to 55 and conversion of 57 to alkoxy 2H-
indazole.
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ASSOCIATED CONTENT
* Supporting Information
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Experimental procedures, compound characterization,
1H and 13CNMR spectra, computational details (PDF)
AUTHOR INFORMATION
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Corresponding Author
ORCID
Author Contributions
§N.K. and C.J.L. contributed equally.
(12) Merino, E. Chem. Soc. Rev. 2011, 40, 3835.
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The authors declare no competing financial interest.
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ACKNOWLEDGMENTS
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The authors gratefully acknowledge financial support from the
National Institutes of Health (DK072517 and DK067003 to
M.J.K.) and NSF XSEDE program (CHE030089 to D.J.T.).
Funding for NMR spectrometers was provided by National
Science Foundation (DBI722538 and CHE9808183) and
National Institute of Environmental Health (ES005707-13).
N.K. is supported by the UC Davis Provost’s Undergraduate
Fellowship. J.S.Z. is supported by the UC Davis Tara K.
Telford CF Fund, UC Davis Dissertation Year Fellowship, and
R. Bryan Miller Graduate Fellowship. The authors thank the
Shaw group (UC Davis) for use of their Teledyne ISCO
CombiFlash and Mr. David Favela (Olson group, UC Davis)
for assistance with synthesis of 36.
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