Abstract
A new [3 + 3]- and [3 + 4]-annulation strategy involving azaoxyallyl cation and [1,m]-amphoteric compounds (m = 3,4) is presented. This concise method enables easy assembly of functionalized saturated N-heterocycles, comprised of six-and seven-membered rings and is of high significance in the context of drug discovery approaches. This reaction also represents a new trapping modality of the azaoxyallyl cation with amphoteric agents of different chain lengths that consist of a heteroatom nucleophilic site and a π-electrophilic site.
Original language | English |
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Pages (from-to) | 15255-15266 |
Number of pages | 12 |
Journal | Journal of Organic Chemistry |
Volume | 84 |
Issue number | 23 |
Early online date | 8 Nov 2019 |
DOIs | |
Publication status | Published - 6 Dec 2019 |
Funding
J.S. thanks SERB, New Delhi (ECR/2016/001474) for funding. T.S.B is an INSPIRE-JRF and B.S. thank CSIR, New Delhi for fellowship. J.S. thanks Director CBMR for research facilities. J.S. sincerely thanks Prof. Andrei Yudin (U Toronto) for some important comments on this work. S.S thanks DST-FIST for the single crystal X-ray facility at Punjab University (P.U), Chandigarh.
Funders | Funder number |
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INSPIRE-JRF | |
Council of Scientific and Industrial Research, India | |
Science and Engineering Research Board | ECR/2016/001474 |
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Dive into the research topics of 'One-Step Assembly of Functionalized Morpholinones and 1,4-Oxazepane-3-ones via [3 + 3]- And [3 + 4]-Annulation of Aza-Oxyallyl Cation and Amphoteric Compounds'. Together they form a unique fingerprint.Datasets
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CCDC 1940217: Experimental Crystal Structure Determination
Bera, T. (Contributor), Singh, B. (Contributor), Hamlin, T. A. (Contributor), Sahoo, S. C. (Contributor) & Saha, J. (Contributor), Unknown Publisher, 1 Jan 2021
DOI: 10.5517/ccdc.csd.cc233ynv, https://doi.org/10.5517%2Fccdc.csd.cc233ynv
Dataset / Software: Dataset