156905-55-4Relevant articles and documents
Directed Metalation of Diaryl Sulfone 2-Amides and 2-O-Carbamates. Regiospecific General Route to Thioxanthen-9-one 10,10-Dioxides via Anionic Friedel-Crafts and Remote Fries Rearrangement Equivalents
Beaulieu, Francis,Snieckus, Victor
, p. 6508 - 6509 (1994)
2-Carboxamido- and 2-O-carbamoyldiaryl sulfones 5, DMG = CONEt2 and DMG = OCONEt2, undergo LDA-mediated amide alternate ring migration and cyclization to thioxanthen-9-one 10,10-dioxides 6 and 8, respectively, in a general, synthetically useful reaction.
A practical in situ generation of the schwartz reagent. reduction of tertiary amides to aldehydes and hydrozirconation
Zhao, Yigang,Snieckus, Victor
supporting information, p. 390 - 393 (2014/04/03)
A new, highly efficient in situ protocol (Cp2ZrCl2/LiAlH(OBu-t)3) is described for the generation of the Schwartz reagent which provides a convenient method for the amide to aldehyde reduction and the regioselective hydrozirconation-iodination of alkynes and alkenes. Highlighted are chemoselective reductions of benzamides derived by directed ortho metalation (DoM) chemistry, allowing the synthesis of valuable 1,2,3-substituted benzaldehydes. The single-step, three-component process proceeds in a very short reaction time, shows excellent functional group compatibility, and uses inexpensive and long-storage stable reducing reagents.