TY - JOUR
T1 - N-heterocyclic carbene-palladium catalysts for the bisdiene cyclization-trapping reaction with sulfonamides under thermal and microwave conditions
AU - Takacs, James M.
AU - Venkataraman, Somasundaram
AU - Andrews, Ross N.
AU - Pelter, Libbie S.W.
N1 - Funding Information:
Support from the NSF (CHE-0316825) is gratefully acknowledged. The NMR spectrometers used in this study were purchased with shared instrument Grants (NIH SIG-1-510-RR-06307, NSF CHE-0091975 and NSF MRI-0079750).
PY - 2005/12/1
Y1 - 2005/12/1
N2 - Simple palladium-N-heterocyclic carbene catalysts readily effect the palladium-catalyzed cyclization-trapping of bisdienes with sulfonamides. The reaction is quite efficient for a variety of sulfonamides and several bisdienes. For example, using 0.1% of the in situ generated or preformed (IMes)Pd(η3-C3H5)Cl complex, the cyclization-trapping of a simple bisdiene with TsN(H)CH2Ph proceeds in good yield under thermal conditions (74-75%, 75 °C, 9 h). The same reaction run under microwave irradiation proceeds somewhat faster and in even higher yield (86%, 75 °C, 2.5 h).
AB - Simple palladium-N-heterocyclic carbene catalysts readily effect the palladium-catalyzed cyclization-trapping of bisdienes with sulfonamides. The reaction is quite efficient for a variety of sulfonamides and several bisdienes. For example, using 0.1% of the in situ generated or preformed (IMes)Pd(η3-C3H5)Cl complex, the cyclization-trapping of a simple bisdiene with TsN(H)CH2Ph proceeds in good yield under thermal conditions (74-75%, 75 °C, 9 h). The same reaction run under microwave irradiation proceeds somewhat faster and in even higher yield (86%, 75 °C, 2.5 h).
KW - Catalysis
KW - Microwave irradiation
KW - N-heterocyclic carbene ligands
KW - Palladium
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U2 - 10.1016/j.jorganchem.2005.08.048
DO - 10.1016/j.jorganchem.2005.08.048
M3 - Article
AN - SCOPUS:27744509824
SN - 0022-328X
VL - 690
SP - 6205
EP - 6209
JO - Journal of Organometallic Chemistry
JF - Journal of Organometallic Chemistry
IS - 24-25
ER -