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C-ring_Aryl_Luotonins_Rasapalli_UMassD.pdf (1.46 MB)
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A Novel Aza-Nazarov Cyclization of Quinazolinonyl Enones: A Facile Access to CRing Substituted Vasicinones and Luotonins

preprint
submitted on 04.10.2019 and posted on 09.10.2019 by Sivappa Rasapalli, Vamshisammeta Reddy Sammeta, Zachary F Murphy, Yanchang Huang, Jeffrey A Boerth, James A Golen, Sergey N Savinov
Our pre-print titled " A Novel Aza-Nazarov Cyclization of Quinazolinonyl Enones: A Facile Access to C-Ring Substituted Vasicinones and Luotonins" describes:· design and development of a novel variant of aza-Nazarov reaction of quinazolinonyl enones as a methodology to access pyrroloquinazolinones (14 examples)· identification of reaction conditions to achieve two types of pyrroloquinazolinones i.e., linear vs angular, through the intrinsic divergence built in to the enones· detailed computational investigation of the mechanism of this novel cyclization· application in diastereoselctive synthesis of C-ring substituted vasicinones (14 analogues)· application in synthesis of C-ring substituted luotonins (14 analogues)

Funding

LSMF

OTCV Phase-I

CHE-1229339

CHE-1429086

History

Email Address of Submitting Author

srasapalli@umassd.edu

Institution

University of Massachusetts Dartmouth

Country

United States

ORCID For Submitting Author

0000-0002-6397-6268

Declaration of Conflict of Interest

No conflict of interest

Version Notes

Editing of text

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