2-Benzylidene-4-methyl-3-oxo-2H-1,4-benzothiazine 2 undergoes 1,2-addition with MeMgI and allylic magnesium halides to give 2-acyl-4-methyl-3-phenyl-3,4-dihydro-2H-1,4-benzothiazines 3a-d. Lithiation of 3a and subsequent reaction with MeI and PhCH2Br leads to compounds 3e, 3f, 3h and 3i. In contrast, the reaction of lithiated 3a with benzaldehyde and 2,6-dichlorobenzaldehyde furnished compounds 3k and 3l respectively. © 1994.

Stereoselective synthesis of 2-acyl-3,4-dihydro-1,4-benzothiazines / Florio, Saverio; Epifani, Erbana; Ronzini, Ludovico; Gasparri Fava, Giovanna; Pelosi, Giorgio; Lucchini, Vittorio. - In: TETRAHEDRON. - ISSN 0040-4020. - 50:17(1994), pp. 5037-5048. [10.1016/S0040-4020(01)90415-6]

Stereoselective synthesis of 2-acyl-3,4-dihydro-1,4-benzothiazines

PELOSI, Giorgio;
1994-01-01

Abstract

2-Benzylidene-4-methyl-3-oxo-2H-1,4-benzothiazine 2 undergoes 1,2-addition with MeMgI and allylic magnesium halides to give 2-acyl-4-methyl-3-phenyl-3,4-dihydro-2H-1,4-benzothiazines 3a-d. Lithiation of 3a and subsequent reaction with MeI and PhCH2Br leads to compounds 3e, 3f, 3h and 3i. In contrast, the reaction of lithiated 3a with benzaldehyde and 2,6-dichlorobenzaldehyde furnished compounds 3k and 3l respectively. © 1994.
1994
Stereoselective synthesis of 2-acyl-3,4-dihydro-1,4-benzothiazines / Florio, Saverio; Epifani, Erbana; Ronzini, Ludovico; Gasparri Fava, Giovanna; Pelosi, Giorgio; Lucchini, Vittorio. - In: TETRAHEDRON. - ISSN 0040-4020. - 50:17(1994), pp. 5037-5048. [10.1016/S0040-4020(01)90415-6]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11381/2823051
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