179117-39-6Relevant articles and documents
Dehydrogenative Diboration of Alkynes Catalyzed by Ir/CO/tBuNC System
Lai, Qingheng,Ozerov, Oleg V.
, (2020/11/30)
Catalytic dehydrogenative diboration (DHDB) of alkyne with HBpin was achieved using [Ir(COD)Cl]2 and other related Ir precursors under CO atmosphere. The selectivity for DHDB over hydroboration was higher in less polar solvents and under higher
Copper-catalyzed borylation reactions of alkynes and arynes
Yoshida, Hiroto,Kawashima, Shota,Takemoto, Yuki,Okada, Kengo,Ohshita, Joji,Takaki, Ken
supporting information; experimental part, p. 235 - 238 (2012/02/16)
One, two, three, four: A copper(I)-phosphine complex catalyzes the diborylation of alkynes and arynes, and the tri- or tetraborylation of propargyl ethers (see scheme; pin=pinacolato). In the latter cases, the C-O bond(s) as well as the C≡C bond are borylated in one pot. Furthermore, a diborylation product serves as an intermediate in the efficient synthesis of ortho-terphenyls with pharmacological activity.
Palladium-catalyzed double cross-coupling reaction of 1,2- bis(pinacolatoboryl)alkenes and -arenes with 2,2′-dibromobiaryls: Annulative approach to functionalized polycyclic aromatic hydrocarbons
Shimizu, Masaki,Nagao, Ikuhiro,Tomioka, Yosuke,Kadowaki, Tsugumi,Hiyama, Tamejiro
experimental part, p. 8014 - 8026 (2011/11/05)
This study demonstrates that the double cross-coupling reaction of 1,2-bis(pinacolatoboryl)alkenes and -arenes with 2,2′-dibromobiaryls proceeds smoothly with the aid of a catalytic amount of Pd(PPh3) 4 in the presence of excess base to give a variety of polycyclic aromatic hydrocarbons, such as phenanthrenes, [5]helicene, dithienobenzenes, triphenylenes, dibenzo[g,p]chrysenes, and triphenyleno[1,2-b:4,3-b′] dithiophenes in good to high yields. It is noteworthy that the annulations using 2,2′-dibromooctafluorobiphenyl as an electrophile furnish the otherwise difficult to synthesize octafluorophenanthrenes and semi-fluorinated dibenzo[g,p]chrysenes in high yields.