14622-17-4Relevant articles and documents
Bioreduction of aryl azides during mutasynthesis of new ansamitocins
Mancuso, Lena,Juerjens, Gerrit,Hermane, Jekaterina,Harmrolfs, Kirsten,Eichner, Simone,Fohrer, Joerg,Collisi, Wera,Sasse, Florenz,Kirschning, Andreas
supporting information, p. 4442 - 4445 (2013/09/24)
Supplementing a culture of a mutant strain of Actinosynnema pretiosum that is unable to biosynthesize aminohydroxy benzoic acid (AHBA), with 3-azido-5-hydroxy-benzoic acid and 3-azido-5-amino-benzoic acid, unexpectedly yielded anilino ansamitocins instead
MECHANISM OF THE REACTION OF ACETYL HALIDES WITH AROMATIC AMINES IN THE PRESENCE OF N-SUBSTITUTED IMIDAZOLES
Lapshin, S. A.,Dadali, V. A.,Litvinenko, L. M.,Simanenko, Yu. S.
, p. 1730 - 1735 (2007/10/02)
The effect of the structure of aromatic amines and the nature of the leaving group in N-acetylimidazolium chlorides in reactions leading to the formation of amides in methylene chloride at 25 deg C was investigated.The possibility of stabilization of the transition state of the bimolecular reaction on account of general-base assistance on the part of the anion of the salt was demonstrated by analysis of the sensitivity of the bimolecular reaction of the acylimidazolium salt with aromatic amines to the nature of attacking and leaving groups.At the same time the mechanism of the trimolecular reaction of the salt with the arylamine does not fit into the scheme of the general-base catalysis by the anion and is interpreted by the inclusion of aggregates of N-acetylimidazolium halides in the transition state of trimolecular reaction.
