The reaction of alkynes with (ethoxyalkylidene)tetracarbonyliron(0) complexes

Group 6 Fischer carbene complexes: “chemical multitalents” for multi-component reactions

“…Thus, (alkoxycarbene)iron complexes are known to form fourcomponent pyrones [9] by treatment with alkynes while the analogous reaction with (aminocarbene)iron complexes produces three-component amino-furans [10]. Regarding group 6 FCCs, the Dö tz benzannulation is a [3 + 2 + 1] cyclization between an alkenyl or aryl carbene and an alkyne to form an aromatic ring where three carbon atoms of the carbene ligand, the two acetylenic carbons and a carbonyl ligand are joined together.…”

Synthesis of (Bromo-η 4-2-pyrone)tricarbonyliron Complexes

“…The overall yields of the complexed pyrones (11,14,15) were poor, typically 0-10%, with substantial amounts of starting materials recovered. To our surprise, varying amounts of the hydrodebrominated products (7,12,15) were formed in all the reactions. There are a number of reports on the reduction of Csp 3 -X bonds by Fe 2 (CO) 9 .…”

“…Iron-alkylidene complexes 2 react with symmetrical and unsymmetrical alkynes, for which the latter is highly regioselective, to afford derivatives of 1. 7 h 3 -Acryloyl-iron complexes 3 8 are known to react with SFO 2 (OMe), 9 which in the presence of CO, form the complexed pyrone. Thermal rearrangements via a (h 3 -vinylcarbene)iron complex and a 1,4-oxygen shift, however complicates this method.…”

New chemical and stereochemical applications of organoiron complexes

“…The credit for the development and application of organoiron complexes in organic and organometallic chemistry can be ascribed to brilliant contributions by Fischer [ 32 , 33 ], Pettit [ 34 ], Müller [ 35 ], Alper [ 10 ], King [ 36 ], Rosenblum [ 37 – 40 ], Brunner [ 41 ], Birch [ 14 ], Collman [ 42 ], Gompper [ 43 ], Sarel [ 44 ], Noyori [ 45 , 46 ], Pearson [ 20 , 21 ], Casey [ 47 ], Hegedus [ 13 ], Wojcicki [ 48 ], Reger [ 49 ], Helquist [ 50 ], Gladysz [ 51 ], Kerber [ 52 ], Wulff [ 53 ], Ojima [ 54 ], Negishi [ 55 ], Backvall [ 56 ], Herndon [ 57 ], von Gustorf [ 58 ], Grée [ 30 ], Seyferth [ 59 ], Davies [ 60 – 63 ], Liebeskind [ 64 ], Semmelhack [ 65 ], Brookhart [ 66 ], and others [ 31 , 67 – 73 ]. Credit is also due Fischer [ 24 ], Dötz [ 74 ], Jaouen [ 18 ], Semmelhack [ 19 ], Wulff [ 53 , 75 ] Hegedus [ 76 ], Yamashita [ 77 ], and others [ 77a , 77b ] for their st...…”