1b:I[76749,["/_next/static/chunks/0383663887945ae7.js","/_next/static/chunks/df7e62179e4ae938.js","/_next/static/chunks/acf71181277ecf85.js","/_next/static/chunks/63561dcd578bd4db.js","/_next/static/chunks/5bf36002c846d2d8.js","/_next/static/chunks/b24fef6e58c9b2f5.js","/_next/static/chunks/ea1fda2cc52e974e.js"],"default"] 1c:I[3486,["/_next/static/chunks/0383663887945ae7.js","/_next/static/chunks/df7e62179e4ae938.js","/_next/static/chunks/acf71181277ecf85.js","/_next/static/chunks/63561dcd578bd4db.js","/_next/static/chunks/5bf36002c846d2d8.js","/_next/static/chunks/b24fef6e58c9b2f5.js","/_next/static/chunks/ea1fda2cc52e974e.js"],"default"] 1d:I[41892,["/_next/static/chunks/0383663887945ae7.js","/_next/static/chunks/df7e62179e4ae938.js","/_next/static/chunks/acf71181277ecf85.js","/_next/static/chunks/63561dcd578bd4db.js","/_next/static/chunks/5bf36002c846d2d8.js","/_next/static/chunks/b24fef6e58c9b2f5.js","/_next/static/chunks/ea1fda2cc52e974e.js"],"default"] 1e:I[17707,["/_next/static/chunks/0383663887945ae7.js","/_next/static/chunks/df7e62179e4ae938.js","/_next/static/chunks/acf71181277ecf85.js","/_next/static/chunks/63561dcd578bd4db.js","/_next/static/chunks/5bf36002c846d2d8.js","/_next/static/chunks/b24fef6e58c9b2f5.js","/_next/static/chunks/ea1fda2cc52e974e.js"],"default"] 1f:I[66528,["/_next/static/chunks/0383663887945ae7.js","/_next/static/chunks/df7e62179e4ae938.js","/_next/static/chunks/acf71181277ecf85.js","/_next/static/chunks/63561dcd578bd4db.js","/_next/static/chunks/5bf36002c846d2d8.js","/_next/static/chunks/b24fef6e58c9b2f5.js","/_next/static/chunks/ea1fda2cc52e974e.js"],"default"] 20:I[63176,["/_next/static/chunks/0383663887945ae7.js","/_next/static/chunks/df7e62179e4ae938.js","/_next/static/chunks/acf71181277ecf85.js","/_next/static/chunks/63561dcd578bd4db.js","/_next/static/chunks/5bf36002c846d2d8.js","/_next/static/chunks/b24fef6e58c9b2f5.js","/_next/static/chunks/ea1fda2cc52e974e.js"],"default"] 21:I[87099,["/_next/static/chunks/0383663887945ae7.js","/_next/static/chunks/df7e62179e4ae938.js","/_next/static/chunks/acf71181277ecf85.js","/_next/static/chunks/63561dcd578bd4db.js","/_next/static/chunks/5bf36002c846d2d8.js","/_next/static/chunks/b24fef6e58c9b2f5.js","/_next/static/chunks/ea1fda2cc52e974e.js"],"default"] 22:I[26200,["/_next/static/chunks/0383663887945ae7.js","/_next/static/chunks/df7e62179e4ae938.js","/_next/static/chunks/acf71181277ecf85.js","/_next/static/chunks/63561dcd578bd4db.js","/_next/static/chunks/5bf36002c846d2d8.js","/_next/static/chunks/b24fef6e58c9b2f5.js","/_next/static/chunks/ea1fda2cc52e974e.js"],"Group"] 23:I[23365,["/_next/static/chunks/0383663887945ae7.js","/_next/static/chunks/df7e62179e4ae938.js","/_next/static/chunks/acf71181277ecf85.js","/_next/static/chunks/63561dcd578bd4db.js","/_next/static/chunks/5bf36002c846d2d8.js","/_next/static/chunks/b24fef6e58c9b2f5.js","/_next/static/chunks/ea1fda2cc52e974e.js"],"default"] 24:T41b,Aryl azoles are ubiquitous as bioactive compounds and their regioselective functionalization is of utmost synthetic importance. Here, we report the development of a toluene-soluble dialkylmagnesium base sBu₂Mg. This new reagent allows mild and regioselective ortho-magnesiations of various N-arylated pyrazoles and 1,2,3-triazoles as well as arenes bearing oxazoline, phosphorodiamidate or amide directing groups. The resulting diarylmagnesium reagents were further functionalized either by Pd-catalyzed arylation or by trapping reactions with a broad range of electrophiles (aldehydes, ketones, allylic halides, acyl chlorides, Weinreb amides, aryl halides, hydroxylamine benzoates, terminal alkynes). Furthermore, several double ortho,ortho'-magnesiations were realized in the case of aryl oxazolines, N-aryl pyrazoles as well as 2-aryl-2H-1,2,3-triazoles by simply repeating the magnesiation/electrophile trapping sequence allowing the preparation of valuable 1,2,3-functionalized arenes.

Jan P. Prohaska

Publications