52010-95-4Relevant academic research and scientific papers
Reductive Coupling of Aromatic Aldehydes and Ketones under Electrochemical Conditions
Li, Qian-Yu,Swaroop, Toreshettahally R.,Wang, Heng Shan,Wang, Zi-Qiang
, (2020/04/27)
Reductive coupling of o-substituted carbonyl compounds and m-substituted carbonyl compounds by the direct transfer of electron to carbonyl group respectively gave 1-(4-(1-hydroxy-1-phenylethyl/methyl)phenyl)ethanones/methanones and 2,3-bis(3-substitutedph
A Direct Br?nsted Acid-Catalyzed Azidation of Benzhydrols and Carbohydrates
Regier, Jeffery,Maillet, Robert,Bolshan, Yuri
, p. 2390 - 2396 (2019/04/14)
Benzhydryl alcohols were converted into their corresponding diarylazidomethane analogues using azidotrimethylsilane (TMSN3) in the presence of a catalytic amount of a Br?nsted acid HBF4·OEt2. The azidation reactions proceeded in high yields and demonstrated excellent functional group tolerance to electron-donating and electron-withdrawing substituents. In addition, a range of unprotected functional groups including amine, amide, aldehyde and alcohol were well-tolerated. Furthermore, this methodology was successfully applied to carbohydrates for the preparation of the corresponding azide derivatives.
Selective mono addition of aryllithiums to dialdehydes by micromixing
Nagaki, Aiichiro,Yamashita, Hiroki,Takahashi, Yusuke,Ishiuchi, Satoshi,Imai, Keita,Yoshida, Jun-Ichi
supporting information, p. 71 - 73 (2018/01/26)
Micromixing enables highly selective mono addition of aryllithiums to dialdehydes. Because the unchanged formyl group in the products can be used for further transformations, the present approach serves as a powerful method for protecting-group-free synthesis.
Chemoselective hydrogen peroxide oxidation of allylic and benzylic alcohols under mild reaction conditions catalyzed by simple iron-picolinate complexes
Tanaka, Shinji,Kon, Yoshihiro,Nakashima, Takuya,Sato, Kazuhiko
, p. 37674 - 37678 (2014/12/11)
Chemoselective oxidation of allylic alcohols to α,β-unsaturated carbonyl compounds proceeded efficiently using hydrogen peroxide with iron-picolinate catalysts. The in situ generated [Fe(Me-Pic)3] (Me-Pic = 6-methylpicolinate) catalyzed oxidation of the alcohol moiety of primary allylic alcohols while the [Fe(Pic)3] (Pic = picolinate) and [Fe(Me-Pic)2(Pic)] did not show sufficient catalytic activity. This journal is
Chemoselective hydrogen peroxide oxidation of allylic and benzylic alcohols under mild reaction conditions catalyzed by simple iron-picolinate complexes
Tanaka, Shinji,Kon, Yoshihiro,Nakashima, Takuya,Sato, Kazuhiko
, p. 37674 - 37678 (2014/11/07)
Chemoselective oxidation of allylic alcohols to α,β-unsaturated carbonyl compounds proceeded efficiently using hydrogen peroxide with iron-picolinate catalysts. The in situ generated [Fe(Me-Pic)3] (Me-Pic = 6-methylpicolinate) catalyzed oxidation of the alcohol moiety of primary allylic alcohols while the [Fe(Pic)3] (Pic = picolinate) and [Fe(Me-Pic)2(Pic)] did not show sufficient catalytic activity. the Partner Organisations 2014.
Methodology for in situ protection of aldehydes and ketones using trimethylsilyl trifluoromethanesulfonate and phosphines: Selective alkylation and reduction of ketones, esters, amides, and nitriles
Yahata, Kenzo,Minami, Masaki,Yoshikawa, Yuki,Watanabe, Kei,Fujioka, Hiromichi
, p. 1298 - 1307 (2014/01/06)
A methodology for selective transformations of ketones, esters, Weinreb amides, and nitriles in the presence of aldehydes has been developed. The use of a combination of PPh3-trimethylsilyl trifluoromethanesulfonate (TMSOTf) promotes selective transformation of aldehydes to their corresponding, temporarily protected, O,P-acetal type phosphonium salts. Because, hydrolytic work-up following ensuing reactions of other carbonyl moieties in the substrates liberates the aldehyde moiety, a sequence involving aldehyde protection, transformation of other carbonyl groups, and deprotection can be accomplished in a one-pot manner. Furthermore, the use of PEt3 instead of PPh 3 enables ketones to be converted in situ to their corresponding O,P-ketal type phosphonium salts and, consequently, selective transformations of esters, Weinreb amides, and nitriles in the presence of ketones can be performed. This methodology is applicable to various dicarbonyl compounds, including substrates that possess heteroaromatic skeletons and hydroxyl protecting groups.
METHOD FOR SYNTHESIS OF SECONDARY ALCOHOLS
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Page/Page column 2, (2012/06/16)
A method for synthesis of secondary alcohols is provided for pharmaceutical secondary alcohol by addition of organoboronic acids with aldehydes in presence of the cobalt ion and bidentate ligands as the catalyst. In addition, an enantioselective synthesis method for secondary alcohols is also herein provided in the present invention. The present invention has advantages in using less expensive cobalt ion and commercially available chiral ligands as the catalyst, wide scope of organoboronic acids and aldehydes compatible with this catalytic reaction and achieving excellent yields and/or enantiomeric excess.
Synthesis and structure-activity relationships of benzophenone-bearing diketopiperazine-type anti-microtubule agents
Hayashi, Yoshio,Yamazaki, Yuri,Sumikura, Makiko,Masuda, Yurika,Hayashi, Yoshiki,Yasui, Hiroyuki,Kiso, Yoshiaki,Chinen, Takumi,Usui, Takeo,Yakushiji, Fumika,Potts, Barbara,Neuteboom, Saskia,Palladino, Michael,Lloyd, George Kenneth
, p. 4279 - 4289 (2012/09/08)
KPU-105 (4), a potent anti-microtubule agent that contains a benzophenone was derived from the diketopiperazine-type vascular disrupting agent (VDA) plinabulin 3, which displays colchicine-like tubulin depolymerization activity. To develop derivatives wit
Palladium-imidazolinium carbene-catalyzed arylation of aldehydes with arylboronic acids in water
Kuriyama, Masami,Ishiyama, Natsuki,Shimazawa, Rumiko,Onomura, Osamu
experimental part, p. 6814 - 6819 (2010/10/02)
The catalytic arylation of aldehydes with arylboronic acids in only water was found to be achieved using the palladium/thioether-imidazolinium chloride system in good to excellent yields. This catalytic process showed high tolerance for a broad range of substrates, giving a variety of carbinol derivatives with 2.0-3.0 mol % of the catalyst.
Cobalt-catalyzed addition reaction of organoboronic acids with aldehydes: Highly enantioselective synthesis of diarylmethanols
Karthikeyan, Jaganathan,Jeganmohan, Masilamani,Cheng, Chien-Hong
supporting information; experimental part, p. 8989 - 8992 (2010/10/02)
Predicted outcomes: The addition reaction of organoboronic acids with aldehydes in the presence of K2CO3 catalyzed by CoI 2/ACHTUNGRE(R,R)-BDPP gives chiral secondary alcohols in excellent yields with 90-99 % enantiomeric excess (see scheme; (R,R)-BDPP = (2R,4R)-(+)-2,4-bis(diphenyl-phosphino)pentane). This method provides an alternative to prepare an R and S enantiomeric pair by using the same chiral ligand and allows the stereochemical outcome of the reaction to be predicted.
