Organosilicon Compounds

Synthesis of Tricyclic Fused 3‐Aminopyridines through Intramolecular CoI‐Catalyzed [2+2+2] Cycloaddition between Ynamides, Nitriles, and Alkynes

“…Another opportunity lies in the silyl group, which, in principle, can be substituted by an aryl or vinyl group under Hiyama cross-coupling conditions. [24] This seems quite challenging because unactivated trialkylsilyl groups are usually poorly reactive, and besides, Hiyama couplings of silylated pyridines are rare. [25] In view of the recent work of Philippe Gros and co-workers, who showed that the incorporation of chloro, fluoro, or methoxy substituents on the pyridine ring of pyridyltrimethylsilanes allows efficient Hiyama cross-couplings, [25a] we reasoned that our products, which bear a nitrogen substituent, could also be valuable partners for such transformations.…”

A Novel Approach Towards Dibenzylbutyrolactone Lignans Involving Heck and Radical Reactions: Application to (±)‐Matairesinol Synthesis

“…In a recent publication, we reported [15] a general method for the preparation of 1-substituted alkenylsilanols 5/disiloxanes 6 from the corresponding alkenyl(phenyl)silanes 7 [16] (Scheme 2) and their application in Hiyama-Denmarktype [17][18][19][20] cross-coupling reactions with iodoarenes. Our exploratory studies [15] on this cross-coupling reaction of a mixture of silanol 5a and disiloxane 6a with iodobenzene using [Pd(allyl)Cl] 2 as the catalyst and tetrabutylammonium fluoride (TBAF) or a combination of TBAF and tetrabutylammonium hydroxide (TBAOH) [20] as the promoter in various solvents gave a mixture of ipso-coupled 1-substituted styrene 8a, vinylated malonate 9a, formed due to protiodesilylation of silanes and the cine-coupled styrene derivative 10a (Scheme 3).…”

Transition Metal Catalyzed CarbonCarbon Bond Formation: The Key of Homogeneous Catalysis

“…III ! IV): the Suzuki-Miyaura reaction (Y ¼ B) [8][9][10][11]; the Migita-Kosugi-Stille reaction (Y ¼ Sn) [12][13][14][15]; the Sonogashira coupling reaction (Y ¼ Cu) [7,16,17]; the Kumada-Tamao-Corriu reaction (Y ¼ Mg) [18][19][20]; the Hiyama reaction (Y ¼ Si) [21][22][23][24]; and the Negishi coupling (Y ¼ Zn) [25][26][27]. Other organometallic and heteroatom species, Y ¼ Al, Ge, In, Ag, Te, S, have been also tested as reagents for the transmetallation step [28][29][30][31][32][33][34][35].…”