TY  - JOUR
A1  - Schmidt, Bernd
A1  - Geissler, Diana
T1  - Ru- and Pd-Catalysed Synthesis of 2-Arylfurans by One-Flask Heck Arylation/Oxidation
JF  - European journal of organic chemistry
N2  - 2,5-Disubstituted furans were synthesized by one-flask Heck arylation/oxidation sequences. The starting materials are 2-substituted 2,3-dihydrofurans, conveniently available by RCM/isomerization sequences, and arenediazonium salts. These react in ligand-free Heck reactions to afford 2,5-disub-stituted 2,5-dihydrofurans, which are oxidized to the corresponding furans without isolation or intermediate workup. The oxidation is conveniently achieved with chloranil or DDQ, depending on the substrate.
KW  - Diazonium salts
KW  - Palladium
KW  - C-C coupling
KW  - Heck coupling
KW  - Furans
KW  - Oxidation
KW  - Oxygen heterocycles
Y1  - 2011
U6  - https://doi.org/10.1002/ejoc.201100549
SN  - 1434-193X
IS  - 25
SP  - 4814
EP  - 4822
PB  - Wiley-VCH
CY  - Weinheim
ER  - 
TY  - JOUR
A1  - Schmidt, Bernd
A1  - Geissler, Diana
T1  - Olefin-Metathesis-Based Synthesis of Furans by an RCM/Deprotonation/Phosphorylation Sequence and Their Diels-Alder Reactions
JF  - European journal of organic chemistry
N2  - Butenolides, obtained by ring-closing metathesis (RCM) of acrylates, undergo quantitative deprotonation with amide bases. Trapping of the resulting anions with electrophiles, for example, chlorophosphates, give furans. Subsequent DielsAlder reaction and acid-catalysed rearrangement of the resulting oxabicyclonorbornadienes give substituted benzenes.
KW  - Lactones
KW  - Metathesis
KW  - Ruthenium
KW  - Oxygen heterocycles
KW  - Metalation
Y1  - 2011
U6  - https://doi.org/10.1002/ejoc.201101078
SN  - 1434-193X
IS  - 35
SP  - 7140
EP  - 7147
PB  - Wiley-VCH
CY  - Weinheim
ER  -