85-92-7Relevant articles and documents
Synthesis of Sultams and Cyclic N-Sulfonyl Ketimines via Iron-Catalyzed Intramolecular Aliphatic C-H Amidation
Zhong, Dayou,Wu, Di,Zhang, Yan,Lu, Zhiwu,Usman, Muhammad,Liu, Wei,Lu, Xiuqiang,Liu, Wen-Bo
supporting information, p. 5808 - 5812 (2019/08/26)
Cyclic sulfonamides (sultams) play a unique role in drug discovery and synthetic chemistry. A direct synthesis of sultams by an intramolecular C(sp3)-H amidation reaction using an iron complex in situ derived from Fe(ClO4)2 and aminopyridine ligand is reported. This strategy features a readily available catalyst and tolerates a broad variety of substrates as demonstrated by 22 examples (up to 89% yield). A one-pot iron-catalyzed amidation/oxidation procedure for the synthesis of cyclic N-sulfonyl ketimines is also realized with up to 92% yield (eight examples). The synthetic utility of the method is validated by a gram-scale reaction and derivatization of the products to ring-fused sultams.
ARTIFICIAL METALLOENZYMES CONTAINING NOBLE METAL-PORPHYRINS
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Paragraph 0340; 0341, (2018/11/21)
The present invention is drawn to artificial metalloenzymes for use in cyclopropanation reactions, amination and C—H insertion.
Intramolecular asymmetric amidations of sulfonamides and sulfamates catalyzed by chiral dirhodium(II) complexes
Fruit, Corinne,Mueller, Paul
, p. 1607 - 1615 (2007/10/03)
Enantioselective intramolecular amidation of aliphatic sulfonamides was achieved for the first time by means of chiral carboxylatodirhodium(II) catalysts in conjunction with PhI(OAc)2 and MgO in high yields and with enantioselectivities of up to 66% (Scheme 3, Table 1). The best results were obtained with [Rh2{(S)-nttI)4] and [Rh 2{(R)-ntv)4] as catalysts ((S)-nttl = (αS)-α- (tert-butyl)-1,3-dioxo-2H-benz[de]isoquinoline-2-acetato, (R)-nto = (αR)-α-isopropyl-1,3-dioxo-2H-benz[de] isoquinoline-2-acetato). In addition, these carboxylatodirhodium(II) catalysts were also efficient in intramolecular amidations of aliphatic sulfamates esters, although the enantioselectivity of these latter reactions was significantly lower (Scheme 4, Table 3).