37874-92-3Relevant academic research and scientific papers
Organolanthanide-Catalyzed Cyclization/Boration of 1,5- and 1,6-Dienes
Molander, Gary A.,Pfeiffer, Dirk
, p. 361 - 363 (2001)
(Matrix Presented) 1,5- and 1,6-Dienes undergo a cyclization/boration reaction in the presence of a catalytic amount of Cp*2Sm·THF. The resulting organoboranes can be oxidized to the corresponding primary cyclic alcohols using standard conditions.
Organic photoredox catalysis for the oxidation of silicates: Applications in radical synthesis and dual catalysis
Lévêque, Christophe,Chenneberg, Ludwig,Corcé, Vincent,Ollivier, Cyril,Fensterbank, Louis
supporting information, p. 9877 - 9880 (2016/08/11)
Metal free photooxidation of alkyl bis(catecholato)silicates with the organic dye 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyano-benzene (4CzIPN) allows the smooth formation of alkyl radicals. The latter can be efficiently engaged either with radical acceptors to provide homolytic addition products or in photoredox/nickel dual catalysis reactions to obtain cross-coupling products.
Tandem intramolecular carbolithiation-transmetallation: From lithium to copper or boron chemistry
Ortiz, Rosa,Yus, Miguel
, p. 1699 - 1707 (2007/10/03)
Lithium/copper transmetallation from the organolithium intermediate 3 (obtained via intramolecular carbolithiation of the acyclic organolithium 2, generated by a chlorine-lithium exchange) gives the corresponding organocopper intermediate 5. This intermediate reacts with eletrophiles, such as allylic or propargylic halides, acyl chlorides or α,β-unsaturated carbonyl compounds giving the expected compounds 6-10, which are not possible to be obtained directly from the organolithium 3. On the other hand, lithium/boron transmetallation affords the corresponding alkylboronic acid 11 which, after palladium-catalysed Suzuki-Miyaura cross-coupling reaction with different aryl bromides gives the expected products 12 with modest yields, the corresponding Ullman biarylic homocoupling products being the major by-products.
