Activating Pyrimidines by Pre-distortion for the General Synthesis of 7-Aza-indazoles from 2-Hydrazonylpyrimidines via Intramolecular Diels

Activating Pyrimidines by Pre-distortion for the General Synthesis of 7-Aza-indazoles from 2-Hydrazonylpyrimidines via Intramolecular Diels–Alder Reactions

Published:2019-09-02 Issue:40 Volume:141 Page:15901-15909
ISSN:0002-7863
Container-title:Journal of the American Chemical Society
language:en
Short-container-title:J. Am. Chem. Soc.

Author:

Le Fouler Vincent¹,Chen Yu²,Gandon Vincent³⁴^ORCID,Bizet Vincent¹,Salomé Christophe⁵,Fessard Thomas⁵,Liu Fang⁶,Houk K. N.⁷^ORCID,Blanchard Nicolas¹^ORCID

Affiliation:

1. Université de Haute-Alsace, Université de Strasbourg, CNRS, LIMA, UMR 7042, 68000 Mulhouse, France

2. State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China

3. Institut de Chimie Moléculaire et des Matériaux d’Orsay, CNRS UMR 8182, Université Paris-Sud, Université Paris-Saclay, Bâtiment 420, 91405 Orsay cedex, France

4. Laboratoire de Chimie Moléculaire, CNRS UMR 9168, Ecole Polytechnique, IP Paris, route de Saclay, 91128 Palaiseau cedex, France

5. SpiroChem AG Rosental Area, WRO-1047-3, Mattenstrasse 24, 4058 Basel, Switzerland

6. College of Sciences, Nanjing Agricultural University, Nanjing 210095, China

7. Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, United States

Funder

Division of Chemistry

Universit? de Strasbourg

Nanjing Agricultural University

?cole Polytechnique, Universit? Paris-Saclay

Centre National de la Recherche Scientifique

Publisher

American Chemical Society (ACS)

Subject

Colloid and Surface Chemistry,Biochemistry,General Chemistry,Catalysis

Link

https://pubs.acs.org/doi/pdf/10.1021/jacs.9b07037

Reference39 articles.

1. Ishihara, K.; Sakakura, A. In Comprehensive Organic Synthesis II, 2nd ed. Knochel, P., Ed. Elsevier, 2014; pp 351–408.

2. Ishihara, K.; Sakakura, A. In Comprehensive Organic Synthesis II, 2nd ed. Knochel, P., Ed. Elsevier, 2014; pp 409–465.

3. Diels-alder reactions of azadienes

4. Diels-Alder reactions of heterocyclic aza dienes. Scope and applications

5. Tandem inverse-electron-demand hetero-/retro-Diels–Alder reactions for aromatic nitrogen heterocycle synthesis

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