The exploration of different reaction conditions aiming to obtain both 2,3-dihydro-1,4-benzoxathiine-2-yl derivatives and 2,3-dihydro-1,4-benzoxathiine-3-yl ones is reported. The treatment of 1,2-mercaptophenol with an organic base and a specific 2-bromo acrylate results in a solvent- and substrate-dependent exclusive solvation of O- and S-anions, thus managing the regioselectivity.

How reaction conditions may influence the regioselectivity in the synthesis of 2,3-dihydro-1,4-benzoxathiine derivatives / A. Casiraghi, E. Valoti, L. Suigo, A. Artasensi, E. Sorvillo, V. Straniero. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 83:21(2018), pp. 13217-13227.

How reaction conditions may influence the regioselectivity in the synthesis of 2,3-dihydro-1,4-benzoxathiine derivatives

A. Casiraghi;E. Valoti;L. Suigo;A. Artasensi;V. Straniero
2018

Abstract

The exploration of different reaction conditions aiming to obtain both 2,3-dihydro-1,4-benzoxathiine-2-yl derivatives and 2,3-dihydro-1,4-benzoxathiine-3-yl ones is reported. The treatment of 1,2-mercaptophenol with an organic base and a specific 2-bromo acrylate results in a solvent- and substrate-dependent exclusive solvation of O- and S-anions, thus managing the regioselectivity.
Halo Michael acceptors; cell-division; heterocyclic-compounds; anticancer activity; inhibitors; farnesyltransferase; 1,4-benzodioxanes; compound
Settore CHIM/08 - Chimica Farmaceutica
Settore CHIM/06 - Chimica Organica
JOURNAL OF ORGANIC CHEMISTRY
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/593272
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