Synthesis of quinol-4-ones and chroman-4-ones via a palladium-catalysed cascade carbonylation–allene insertion

Nickel‐Catalyzed Regio‐ and Enantioselective Annulation Reactions of 1,2,3,4‐Benzothiatriazine‐1,1(2H)‐dioxides with Allenes

“…Other phosphine ligands, such as PMe 3 , PMePh 2 , PPh 3 , and dppf gave inferior results. The annulation reaction is considered to consist of 1) oxidative addition of the N À N bond to nickel(0), 2) extrusion of N 2 to give five-membered ring azanickelacycle A, 3) insertion of an allene to form pallylnickel intermediate B, and 4) allylic amidation at the more-substituted carbon [8,9] to release 6 aa and nickel(0). Thus, the triazo moiety of 4 a could be activated by nickel(0), with the extrusion of N 2 .…”

A theoretical investigation of the oxidation states of palladium complexes and their role in the carbonylation reaction

“…A special case is represented by the carbonylation of allyl halides. For this reaction several papers proposing different transition metal complexes as catalysts, have appeared [21][22][23][24][25][26][27][28][29][30][31][32][33][34][35][36]. Nickel tetracarbonyl Ni(CO) 4 [22,31,37] was proposed for the first time by Chiusoli [22,31].…”

The mechanism of transition metal catalyzed carbonylation of allyl halides: A theoretical investigation

“…A number of papers, where different transition metal complexes are used as catalysts in the carbonylation of allyl halides, have appeared in the literature [5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20]. This process can be catalyzed by nickel tetracarbonyl Ni(CO) 4 [6,[15][16][17][18][19][20][21][22][23] and it was first reported by Chiusoli [6][7][8][9][10][11][12][13][14][15].…”