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Beuvry, France

Laval S.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Dayoub W.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Favre-Reguillon A.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Favre-Reguillon A.,French National Conservatory of Arts and Crafts | And 3 more authors.
Tetrahedron Letters | Year: 2010

A mild method for the reduction of amides to aldehydes using 1,1,3,3-tetramethyldisiloxane/titanium(IV) isopropoxide reducing system is described. The reaction occurs under mild conditions and allows the reduction of aromatic as well as aliphatic, tertiary amides to the corresponding aldehydes, in good yields. This methodology was extended to the reduction of aromatic secondary and primary amides to the corresponding aldehydes. © 2010 Elsevier Ltd. All rights reserved.

Bonin H.,University Paul Sabatier | Delacroix T.,Minakem | Gras E.,French National Center for Scientific Research | Gras E.,Toulouse 1 University Capitole
Organic and Biomolecular Chemistry | Year: 2011

Dioxazaborocanes are boronic adducts obtained by condensation of diethanolamine derivatives with boronic compounds. They were first described in the mid-1950's as a practical way to isolate a boronic adduct. Their use has for a long time been restricted to this purpose for the isolation and characterisation of either a final product or a boronic intermediate. Only recently have they been directly involved in chemical transformations in which they proved equivalent or superior to their acid counterpart. In the meantime they have also been used as protected boronic acids. We wish to show in this report that they will likely represent a fluoride-free alternative to organotrifluoroborate salts and therefore an area of intense development. © The Royal Society of Chemistry 2011.

Bonin H.,University Paul Sabatier | Leuma-Yona R.,University Paul Sabatier | Marchiori B.,University Paul Sabatier | Demonchaux P.,Minakem | And 3 more authors.
Tetrahedron Letters | Year: 2011

Boronic acids and esters are well known substrates for the Suzuki-Miyaura cross-coupling. Yet their isolation can sometimes be tedious. We report here that the use of aryl dioxazaborocanes afford a simple isolation procedure while keeping a high efficiency in the cross-coupling process. © 2011 Elsevier Ltd. All rights reserved.

Honraedt A.,French National Center for Scientific Research | Honraedt A.,National Polytechnic Institute of Toulouse | Ladeira S.,French National Center for Scientific Research | Ladeira S.,National Polytechnic Institute of Toulouse | And 3 more authors.
Acta Crystallographica Section E: Structure Reports Online | Year: 2011

The title compound, C 14H 19NO 4S, was obtained in quantitative yield by Lewis acid-catalysed alcoholysis of a phtalimide precursor. An intramolecular C-H⋯O hydrogen bond occurs. In the crystal, centrosymmetric dimers are formed by pairs of N-H⋯O hydrogen bonds between the sulfinyl O atoms and the carbamoyl N - H group of a neighboring molecule. C-H⋯O interactions feature in the crystal structure.

Bonin H.,University Paul Sabatier | Delbrayelle D.,Minakem | Demonchaux P.,Minakem | Gras E.,University Paul Sabatier | And 2 more authors.
Chemical Communications | Year: 2010

Boronic esters have long been considered as poor partners in cross-coupling reactions with arene diazoniums. Here is reported an unprecedented application of self-activated boronic esters in a base-free cross-coupling reaction with diazonium salts under mild and user friendly conditions. © 2010 The Royal Society of Chemistry.

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