83470-22-8Relevant articles and documents
2-Thienyl as Auxiliary Group in Mixed Lithium Diorganocuprate
Lindstedt, Eva-Lotte,Nilsson, Martin
, p. 466 - 469 (2007/10/02)
2-Thienylcopper (ThCu) gives mixed lithium organothienylcuprate reagents (LiRThCu) with organolithium compounds (R = methyl, butyl, phenyl and 2-pyridyl) in ether.These cuprates react with enones or enoates adding the group R, 1,4 to the substrates, 2-thienylcopper being regenerated.The isolated yields of conjugate addition are substantial (40-89percent) and comparable to those obtained with LiR2Cu in corresponding addition.Since a mixed organothienylcuprates are rather stable at 0 deg C, and sometimes even at room temperature, the 2-thienyl group is an useful auxiliary in mixed lithium organocuprates for conjugate addition.Lithium bis(2-thienyl)cuprate, on the other hand, gives 1,2- as well as 1,4-addition of the 2-thienyl group to enones and to methyl crotonate.
CONJUGATE ADDITION WITH 2-PYRIDYLCOPPER AND LITHIUM 2-PYRIDYLCUPRATES
Malmberg, H.,Nilsson, M.
, p. 1509 - 1510 (2007/10/02)
2-Pyridylcopper/dibutyl sulfide, 2-pyridylcopper/tributylphosphine, lithium di(2-pyridyl)cuprate and lithium (2-pyridyl)(phenyl)cuprate all add the 2-pyridyl group to 4-phenyl-3-buten-2-one in good yields.The cuprates also add the 2-pyridyl group to ethyl 3-phenypropenoate.