- Reaction between triphenylphosphine and aromatic amines in the presence of diethyl azodicarboxylate: An efficient synthesis of aryliminophosphoranes under neutral and mild conditions
-
An efficient synthesis of aryliminophosphoranes is described. A mixture of an aromatic amine, diethyl azodicarboxylate and triphenylphosphine undergo a Mitsonobu type reaction at ambient temperature in dry dichloromethane to afford aryliminophosphoranes in excellent yields.
- Adib, Mehdi,Sheikhi, Ehsan,Deljoush, Azadeh
-
experimental part
p. 4137 - 4140
(2011/06/24)
-
- Selective synthesis of 4-alkylidene-β-lactams and N,N′- diarylamidines from azides and aryloxyacetyl chlorides via a ketenimine-participating one-pot cascade process
-
(Chemical Equation Presented) A one-pot cascade approach to 4-alkylidene-β-lactams and N,N-diarylamidines from aryl azides and aryloxyacetyl chlorides has been developed. The chemical outcome of the reaction can be controlled selectively by an appropriate choice of the stoichiometric ratio of different substrates and reagents. The products should find use in pharmaceutical discovery, especially in the development of new antimicrobial agents against multidrug-resistant pathogens.
- Yang, Yun-Yun,Shou, Wang-Ge,Hong, Deng,Wang, Yan-Guang
-
p. 3574 - 3577
(2008/09/20)
-
- Vinyltriphenylphosphonium salt mediated serendipitous synthesis of aryliminophosphoranes
-
Crystalline phosphorus ylides are obtained in excellent yields from the 1:1:1 addition reaction between triphenylphosphine, dimethyl acetylenedicarboxylate and aromatic amines, such as aniline, 1-naphthylamine, p-toluidine, 4-bromoaniline, 4-nitroaniline, 4-acetylaniline, 2-aminopyridine, or 2-amino-5-bromopyridine. These stabilized phosphoranes undergo a smooth intramolecular reaction in boiling p-xylene or toluene to produce aryliminophosphoranes in excellent yields.
- Yavari, Issa,Adib, Mehdi,Hojabri, Leila
-
p. 7213 - 7219
(2007/10/03)
-
- Stereoisomerization of Ketene Imines
-
Barriers to racemization in solution of the ketene imines 1a - y and X-ray structures of the ketene imines 1s and z are described.Similar to allenes all ketene imines have dihedral angles of 90 deg between the C- and N-substituents.The barriers to racemization range from 30 to 63 kJmol-1 and are lowered by electron attracting substituents on C and N.The barriers of m- and p-substituted N-arylketene imines give a linear Hammett correlation with ?- constants.N-Arylketene imines racemize through inversion at nitrogen and simultaneous rotation of the aryl group around the N - aryl bond.
- Lambrecht, Johanna,Gambke, Brigitte,Seyerl, Joachim von,Huttner, Gottfried,Kollmannsberger-von Nell, Georg,et al.
-
p. 3751 - 3771
(2007/10/02)
-