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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 50, 2020 - Issue 15
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Articles

A concise synthesis of 2-benzoyl-1-indanones and 1-indanones from 2-aryl-1-tetralones

Anusueya KumariDepartment of Chemistry, Central University of Jharkhand, Ranchi, IndiaView further author information
,
Saurabh Kumar SinghDepartment of Chemistry, Central University of Jharkhand, Ranchi, IndiaView further author information
,
Raj Bahadur SinghDepartment of Chemistry, Central University of Jharkhand, Ranchi, IndiaView further author information
,
Sabyasachi BhuniaDepartment of Chemistry, Central University of Jharkhand, Ranchi, IndiaView further author information
&
Partha GhoshDepartment of Chemistry, Central University of Jharkhand, Ranchi, IndiaCorrespondence[email protected]
ORCID Iconhttp://orcid.org/0000-0001-5912-660XView further author information
ORCID Icon
Pages 2313-2318 | Received 12 Apr 2020, Published online: 18 Jun 2020
 
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Abstract

Methyl-2-(3-oxo-3-aryl) benzoates derived from acid catalyzed air oxidative fragmentation of 2-aryl-1-tetralones were efficiently undergone intramolecular-Claisen condensation in the presence of potassium tertiary butoxide. The resulting 2-benzoyl-1-indanones formed in two-step ring contractions were further subjected to indium triflate mediated retro-Claisen condensation to get 1-indanones.

Graphical Abstract

Acknowledgments

The authors thank sophisticated analytical instrumentation facility (SAIF), CDRI, Lucknow, India for NMR and HRMS analysis.

Additional information

Funding

Financial supports from University Grant Commission (UGC), India [No. F.4-5(108-FRP)/2014, BSR] and Department of Science and Technology (DST), India [YSS/2015/000356] are gratefully acknowledged.

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