Copper(II) Salt Catalyzed Coupling Strategy Towards Synthesis of Substituted Dibenzopyranones

Avidha Kulshrestha; Ruchi Rupanwal; Nidhi Singh; Shridhar Satpute; Deepa Panhekar; Jaya Pandey

doi:10.14233/ajchem.2017.20640

Issue

Vol. 29 No. 8 (2017): Vol 29 Issue 8

Issue Published : June 12, 2017

This work is licensed under a Creative Commons Attribution 4.0 International License.

Copper(II) Salt Catalyzed Coupling Strategy Towards Synthesis of Substituted Dibenzopyranones

https://doi.org/10.14233/ajchem.2017.20640

Avidha Kulshrestha

Department of Chemistry, Amity University UP, Lucknow Campus, Lucknow-226 028, India

Ruchi Rupanwal

Department of Chemistry, Amity University UP, Lucknow Campus, Lucknow-226 028, India

Nidhi Singh

Department of Chemistry, Amity University UP, Lucknow Campus, Lucknow-226 028, India

Shridhar Satpute

Department of Chemistry, Dr. Ambedkar College, Deekshabhoomi, Nagpur-440 008, India

Deepa Panhekar

Department of Chemistry, Dr. Ambedkar College, Deekshabhoomi, Nagpur-440 008, India

Jaya Pandey

Department of Chemistry, Amity University UP, Lucknow Campus, Lucknow-226 028, India

Corresponding Author(s) : Jaya Pandey

jpandey@lko.amity.edu

Asian Journal of Chemistry, Vol. 29 No. 8 (2017): Vol 29 Issue 8
Article Published : June 12, 2017

Abstract

Copper salts are environmentally friendly and less expensive as compared to other transition metal salts. These salts have historically been used for carbon-carbon cross-coupling reactions. In present work, we adopted CuSO₄ catalyzed C-C coupling reactions in presence of base to obtain series of substituted dibenzopyranone derivatives.

Keywords

Copper(II) Catalysis Coupling Synthesis Dibenzopyranones

Kulshrestha, A., Rupanwal, R., Singh, N., Satpute, S., Panhekar, D., & Pandey, J. (2017). Copper(II) Salt Catalyzed Coupling Strategy Towards Synthesis of Substituted Dibenzopyranones. Asian Journal of Chemistry, 29(8), 1803–1805. https://doi.org/10.14233/ajchem.2017.20640

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References

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J. Tsuji, Topics in Organometallic Chemistry: Palladium in Organic Synthesis. Springer: New York (2005).
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J.C. Antilla, J.M. Baskin, T.E. Barder and S.L. Buchwald, J. Org. Chem., 69, 5578 (2004); https://doi.org/10.1021/jo049658b.
V. Ritleng, C. Sirlin and M. Pfeffer, Chem. Rev., 102, 1731 (2002); https://doi.org/10.1021/cr0104330.
(a) T.S. Ratani, S. Bachman, G.C. Fu and J.C. Peters, J. Am. Chem. Soc., 137, 13902 (2015); https://doi.org/10.1021/jacs.5b08452. (b) S. Luo, F.-X. Luo, X.-S. Zhang and Z.-J. Shi, Angew. Chem. Int. Ed., 52, 10598 (2013); https://doi.org/10.1002/anie.201304295.
R.J. Phipps, N.P. Grimster and M.J. Gaunt, J. Am. Chem. Soc., 130, 8172 (2008); https://doi.org/10.1021/ja801767s.
(a) W.J. Horton and D.E. Robertson, J. Org. Chem., 25, 1016 (1960); https://doi.org/10.1021/jo01076a039. (b) H.H. Strain, J. Am. Chem. Soc., 49, 1558 (1927); https://doi.org/10.1021/ja01405a025. (c) H.H. Hodgson and T.A. Jenkinson, J. Chem. Soc., 0, 1740 (1927); https://doi.org/10.1039/JR9270001740.

References

J. Tsuji, Transition Metal Reagents and Catalysts: Innovations in Organic Synthesis, Wiley: Chichester (2000).

J. Tsuji, Topics in Organometallic Chemistry: Palladium in Organic Synthesis. Springer: New York (2005).

A. de Meijere and F. Diederich, Metal-Catalyzed Cross-Coupling Reactions, Wiley-VCH: Weinheim (2004).

M. Beller and C. Bolm, Transition Metals for Organic Synthesis, Wiley-VCH: Weinheim, edn 2 (2004).

J. Magano and J.R. Dunetz, Chem. Rev., 111, 2177 (2011); https://doi.org/10.1021/cr100346g.

F.W. Patureau and L.J. Gooßen, Copper-Mediated Cross-Coupling Reactions, John Wiley & Sons, Hoboken (2013).

C. Glaser, Ber. Dtsch. Chem. Ges., 2, 422 (1869); https://doi.org/10.1002/cber.186900201183.

F. Ullmann and J. Bielecki, Ber., 34, 2174 (1901); https://doi.org/10.1002/cber.190103402141.

C. Bolm, J. Legros, J. Le-Paih and L. Zani, Chem. Rev., 104, 6217 (2004); https://doi.org/10.1021/cr040664h.

N. Krause, Modern Organocopper Chemistry, Wiley-VCH: Weinheim (2002).

F. Monnier and M. Taillefer, Angew. Chem. Int. Ed., 48, 6954 (2009); https://doi.org/10.1002/anie.200804497.

Y. Su, W. Jia and N. Jiao, Synthesis, 1678 (2001); https://doi.org/10.1055/s-0030-1260028.

R.D. Stephens and C.E. Castro, J. Org. Chem., 28, 3313 (1963); https://doi.org/10.1021/jo01047a008.

A. Klapars, J.C. Antilla, X. Huang and S.L. Buchwald, J. Am. Chem. Soc., 123, 7727 (2001); https://doi.org/10.1021/ja016226z.

J.C. Antilla, J.M. Baskin, T.E. Barder and S.L. Buchwald, J. Org. Chem., 69, 5578 (2004); https://doi.org/10.1021/jo049658b.

V. Ritleng, C. Sirlin and M. Pfeffer, Chem. Rev., 102, 1731 (2002); https://doi.org/10.1021/cr0104330.

(a) T.S. Ratani, S. Bachman, G.C. Fu and J.C. Peters, J. Am. Chem. Soc., 137, 13902 (2015); https://doi.org/10.1021/jacs.5b08452. (b) S. Luo, F.-X. Luo, X.-S. Zhang and Z.-J. Shi, Angew. Chem. Int. Ed., 52, 10598 (2013); https://doi.org/10.1002/anie.201304295.

R.J. Phipps, N.P. Grimster and M.J. Gaunt, J. Am. Chem. Soc., 130, 8172 (2008); https://doi.org/10.1021/ja801767s.

(a) W.J. Horton and D.E. Robertson, J. Org. Chem., 25, 1016 (1960); https://doi.org/10.1021/jo01076a039. (b) H.H. Strain, J. Am. Chem. Soc., 49, 1558 (1927); https://doi.org/10.1021/ja01405a025. (c) H.H. Hodgson and T.A. Jenkinson, J. Chem. Soc., 0, 1740 (1927); https://doi.org/10.1039/JR9270001740.

Issue

Vol. 29 No. 8 (2017): Vol 29 Issue 8

Copper(II) Salt Catalyzed Coupling Strategy Towards Synthesis of Substituted Dibenzopyranones

Corresponding Author(s) : Jaya Pandey

Abstract

Keywords

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