[Ag(PcL)]-Catalysed Domino Approach to 6-Substituted Benzoxazino Isoquinolines. Garanzini, D., Pirovano, V., Menghi, I., Celentano, G., Rizzato, S., Rossi, E., Caselli, A., & Abbiati, G. European Journal of Organic Chemistry, 2020(24):3660-3670, Wiley-VCH Verlag, 2020. cited By 5
[Ag(PcL)]-Catalysed Domino Approach to 6-Substituted Benzoxazino Isoquinolines [link]Paper  doi  abstract   bibtex   
In this paper, we describe a new silver catalysed domino approach to 6-substituted benzoxazino isoquinolines starting from 2-alkynylbenzaldehydes and 1-substituted-(2-aminophenyl)methanols. The strategy is characterized by good reaction yields, and can be performed at room temperature as well as under heating (conventional or dielectric) in different reaction times. Best results have been obtained by using silver complexes of macrocyclic pyridine-containing ligands (PcL) as catalysts. The stereoselectivity of the transformation has been investigated by using chiral reaction partners and chiral catalysts, but unfortunately, modest stereoselectivities have been achieved. On the other hand, this approach represents an alternative synthetic strategy for the preparation of 6-substituted benzoxazino isoquinolines, which are the key scaffold of some compounds endowed of biological activity. © 2020 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
@ARTICLE{Garanzini20203660,
author={Garanzini, D. and Pirovano, V. and Menghi, I. and Celentano, G. and Rizzato, S. and Rossi, E. and Caselli, A. and Abbiati, G.},
title={[Ag(PcL)]-Catalysed Domino Approach to 6-Substituted Benzoxazino Isoquinolines},
journal={European Journal of Organic Chemistry},
year={2020},
volume={2020},
number={24},
pages={3660-3670},
doi={10.1002/ejoc.202000341},
note={cited By 5},
url={https://www.scopus.com/inward/record.uri?eid=2-s2.0-85086018996&doi=10.1002%2fejoc.202000341&partnerID=40&md5=90a847db2885be9c00f8817c68cbbd0d},
affiliation={Dipartimento di Scienze Farmaceutiche, Sezione di Chimica Generale e Organica “A. Marchesini”, Università degli Studi di Milano, Via Venezian, 21, Milano, 20133, Italy; Dipartimento di Chimica, Università degli Studi di Milano, Via Golgi, 19, Milano, 20133, Italy; CNR-SCITEC, Via Golgi, 19, Milano, 20133, Italy},
abstract={In this paper, we describe a new silver catalysed domino approach to 6-substituted benzoxazino isoquinolines starting from 2-alkynylbenzaldehydes and 1-substituted-(2-aminophenyl)methanols. The strategy is characterized by good reaction yields, and can be performed at room temperature as well as under heating (conventional or dielectric) in different reaction times. Best results have been obtained by using silver complexes of macrocyclic pyridine-containing ligands (PcL) as catalysts. The stereoselectivity of the transformation has been investigated by using chiral reaction partners and chiral catalysts, but unfortunately, modest stereoselectivities have been achieved. On the other hand, this approach represents an alternative synthetic strategy for the preparation of 6-substituted benzoxazino isoquinolines, which are the key scaffold of some compounds endowed of biological activity. © 2020 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim},
author_keywords={Alkynes;  Domino reactions;  Microwave;  Polycyclic N–O heterocycles;  Silver},
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correspondence_address1={Abbiati, G.; Dipartimento di Scienze Farmaceutiche, Via Venezian, 21, Italy; email: giorgio.abbiati@unimi.it},
publisher={Wiley-VCH Verlag},
issn={1434193X},
coden={EJOCF},
language={English},
abbrev_source_title={Eur. J. Org. Chem.},
document_type={Article},
source={Scopus},
}

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