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Beilstein J. Org. Chem. 2005, 1, No. 18, doi:10.1186/1860-5397-1-18
Graphical Abstract
Scheme 1: Thermal cyclization of η2-(o-ethynylbenzoyl)rhenium complexes to rhenium isobenzofuryl carbene comp...
Scheme 2: Reagents and conditions: (a) Me3SiC≡CH, Pd(PPh3)4, CuI, Et3N, toluene, 40°C, 22 h, 99 %; (b) KF, Me...
Scheme 3: Possible thermal bicyclization of 1 to A.
Scheme 4: Thermal rearrangement of a 2,6-alkadien-4-yn-1,8-dialdehyde to a bifuran.
Scheme 5: Photochemical cyclization to a bifuran.
Scheme 6: Trapping of A by DMAD to form Diels-Alder adducts meso-3 and rac-3.
Figure 1: X-ray crystal structure of meso-3.
Scheme 7: Possible stepwise mechanism for rearrangement of 1 to A.
Scheme 8: Possible concerted mechanism for rearrangement of 1 to A.
Scheme 9: Ring closures of o-acyl phenylcarbenes to isobenzofurans.
Scheme 10: Ring opening of 2-furylcarbenes to alk-2-en-4-yn-1-ones.
Scheme 11: Coupled coarctate cyclization and 6π electrocyclization.