B(C6F5)3-Catalyzed Reduction of Cyclic N-Sulfonyl Ketimines
A metal-free method for reduction of cyclic N-sulfonyl ketimines catalyzed by B(C6F5)3, using commercially available methylphenylsilane as a reducing reagent under mild conditions has been developed. This reductive protoco
Shi, Lei,Bao, Robert Li-Yuan,Zheng, Limin,Zhao, Rong
supporting information
p. 6550 - 6556
(2019/10/22)
Iridium(III)-Catalyzed Selective and Mild C-H Amidation of Cyclic N-Sulfonyl Ketimines with Organic Azides
A general protocol for iridium catalyzed direct C?H amidation of cyclic N-sulfonyl ketimines using sulfonyl, acyl and aryl azides as nitrogen source is reported herein. The reaction takes place at room temperature with acyl and aryl azides, while an elevated temperature needed with sulfonyl azides to furnish aminated sultams in excellent yields with complete chemo and regioselectivity, thus providing a robust and environmentally benign process to the synthesis of aminosultams. (Figure presented.).
Maraswami, Manikantha,Chen, Gang,Loh, Teck-Peng
p. 416 - 421
(2017/11/13)
Enantioselective Access to Spirocyclic Sultams by Chiral Cpx-Rhodium(III)-Catalyzed Annulations
Chiral spirocyclic sultams are a valuable compound class in organic and medicinal chemistry. A rapid entry to this structural motif involves a [3+2] annulation of an N-sulfonyl ketimine and an alkyne. Although the directing-group properties of the imino group for C-H activation have been exploited, the developments of related asymmetric variants have remained very challenging. The use of rhodium(III) complexes equipped with a suitable atropchiral cyclopentadienyl ligand, in conjunction with a carboxylic acid additive, enables an enantioselective and high yielding access to such spirocyclic sultams.
Pham, Manh V.,Cramer, Nicolai
supporting information
p. 2270 - 2273
(2016/02/14)
Chemistry of oxaziridines. 13. Synthesis, reactions, and properties of 3-substituted 1,2-benzisothiazole 1,1-dioxide oxides