17876-97-0Relevant academic research and scientific papers
A mild method for regioselective labeling of aromatics with radioactive iodine
Ronnest, Mads H.,Nissen, Felix,Pedersen, Palle J.,Larsen, Thomas O.,Mier, Walter,Clausen, Mads H.
supporting information, p. 3970 - 3973 (2013/07/19)
A novel technique to label ortho-, meta-, and para-trimethylsilyl- substituted aryl substituents with radioactive iodide is described. The method takes advantage of the ipso-directing and activating properties of trimethylsilyl substituents on the arenes.
Cross-coupling reactions through the intramolecular activation of Alkyl(triorgano)silanes
Nakao, Yoshiaki,Takeda, Masahide,Matsumoto, Takuya,Hiyama, Tamejiro
supporting information; experimental part, p. 4447 - 4450 (2010/08/19)
(Figure Presented) Cross-Si-ing the Jordan: Cross-coupling reactions of 2-(2-hydroxyprop-2-yl)phenylsubstituted alkylsilanes with a variety of aryl halides proceed in the presence of palladium and copper catalysts. The use of K3PO4 base allows for highly chemoselective alkyl coupling with both primary and secondary alkyl groups (Alk).
Ru(II)- and Pt(II)-catalyzed cycloisomerization of ω-Aryl-1-alkynes. Generation of carbocationic species from alkynes and transition metal halides and its interception by an aromatic ring
Chatani, Naoto,Inoue, Hiroki,Ikeda, Tsutomu,Murai, Shinji
, p. 4913 - 4918 (2007/10/03)
The treatment of aryl-1-alkynes, such as 4-aryl-1-butyne, 5-aryl-1-pentyne, and 6-aryl-1-hexyne, with catalytic amounts of transition metal chlorides, such as PtCl2 and [RuCl2(CO)3]2, at 80 °C in toluene results in cycloisomerization to give dihydronaphthalenes or dihydrobenzocycloheptenes, in which the cyclization mode is dependent on the length of the tethers. The reaction is limited to substrates containing terminal alkynes. A key step of the reaction is the intramolecular interception by an aromatic ring of the vinylmetal complex 2, which contains a cation center at the β-position, generated from the electrophilic addition of transition metal halides toward an alkyne. The more electron-rich aryl systems are more reactive.
Rearrangement of o-(chloromethyldimethylsilyl)phenylmethoxide: Evidence for an apical position of the migrating group in a trigonal bipyramid intermediate
Hijji, Yousef M.,Hudrlik, Paul F.,Hudrlik, Anne M.
, p. 1213 - 1214 (2007/10/03)
Chloromethylsilane 5a undergoes a rearrangement reaction to give oxasilacyclopentane 9 rather than oxasilacyclohexane 10, indicating that the methyl group migrates in preference to the aryl group.
DTBB-catalysed lithiation of chlorinated benzylic chlorides, alcohols, thiols or amines
Gomez, Cecilia,Huerta, Fernando F.,Yus, Miguel
, p. 1853 - 1866 (2007/10/03)
The reaction of chlorinated benzyl chlorides (I) with an excess of lithium powder and a catalytic amount of DTBB (4 mol %) in the presence of different electrophiles [Pr(i)CHO, Bu(t)CHO, Et2CO, (CH2)5CO, PhCOMe, Me3/
Fungicidal oxazolidinones
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, (2008/06/13)
Oxazolidinone compounds useful as fungicides of Formula I STR1 wherein: W is O or S; Z is --(CH2)n OR6 or --OCH(R11)(CH2)m R6 ; n is 0-4; m is 0--3; R6 is phenyl subst
Direct ortho-Metalation of Benzyl Alcohols. A Novel Method of Preparing ortho-Substituted Benzyl Alcohols
Meyer, Norbert,Seebach, Dieter
, p. 1304 - 1319 (2007/10/02)
Benzyl alcohol and other phenylcarbinols (8a - 11a), including α-tetralol (12a), are doubly deprotonated by excess n-butyllithium/TMEDA in pentane to give lithium ortho-lithioalkoxides (2, 8b - 12b).Alkylations (-> 3a - d, table 1), reactions with heteroelectrophiles (-> 3e - k, table 2) and with carbonyl compounds (-> 6, 13 - 17, tables 3 and 4), as well as subsequent reactions of the primary adducts (-> phthalanes 7, table 3) furnish a large variety of ortho-substituted benzyl alcohol derivatives.The scope and limitations of the dilithioorganyls (sections B and C), their mode of formation (section A), and attempts to doubly metalate 2-phenylethanol are discussed.
