6104-48-9Relevant articles and documents
Process-Controlled Regiodivergent Copper-Catalyzed Azide-Alkyne Cycloadditions: Tailor-made Syntheses of 4- And 5-Bromotriazoles from Bromo(phosphoryl)ethyne
Okuda, Yasuhiro,Imafuku, Kazuto,Tsuchida, Yoshiyuki,Seo, Tomoyo,Akashi, Haruo,Orita, Akihiro
, p. 5099 - 5103 (2020/07/03)
We developed a regiodivergent syntheses of 4- and 5-bromo-substituted 1,2,3-triazoles in copper-catalyzed azide-alkyne cycloadditions (CuAACs) by taking advantage of bromo(phosphoryl)ethyne 1 as a bromoethyne equivalent. A one-shot dephosphorylative CuAAC
Diethyl (iodoethynyl)phosphonate and (iodoethynyl)diphenylphosphane oxide: Crystal structures and some cycloaddition reactions
Marian, Aline,Maas, Gerhard
, p. 529 - 536 (2020/08/10)
The title compounds are difunctionalized acetylenic building blocks, which can serve as electrophilic dienophiles and dipolarophiles in [4+2] and azide-iodoalkyne [3+2] cycloaddition reactions, which, however, require strong thermal activation. In their c
General Cu-Catalyzed Csp-S Coupling
Godin,Santandrea, Jeffrey,Caron, Antoine,Collins, Shawn K.
supporting information, p. 5905 - 5909 (2020/08/05)
Copper-catalyzed cross-coupling of thiols and bromoalkynes affords a mild, rapid, and selective Csp-S coupling with broad scope, enabling the use of aryl-, alkyl-, and silyl-substituted alkynyl coupling partners (38 total examples, 50-99percent yields). Importantly, the method enables the preparation of difficult-to-access bis-heteroatom-functionalized (S,S-, S,P-, and S,N-) alkynes.
Synthesis of Ph2P(O)-stabilized Ynamines via C(sp)-N bond formation and their dephosphorylative copper-catalyzed click reaction
Okuda, Yasuhiro,Seo, Tomoyo,Shigezane, Yuki,Watanabe, Hikaru,Akashi, Haruo,Iwanaga, Tetsuo,Orita, Akihiro
, p. 1484 - 1487 (2019/12/02)
A facile and versatile synthesis of ynamines via C(sp)-N bond formation was established. We installed an electron-withdrawing phosphoryl group onto the ynamines to isolate them by column chromatography. Phosphoryl ynamines were synthesized by treatment of
Phosphine-substituted 1,2,3-triazoles as P,C- And P,N-ligands for photoluminescent coinage metal complexes
Seifert, Tim P.,Bestgen, Sebastian,Feuerstein, Thomas J.,Lebedkin, Sergei,Kr?mer, Felix,Fengler, Christian,Gamer, Michael T.,Kappes, Manfred M.,Roesky, Peter W.
supporting information, p. 15427 - 15434 (2019/11/03)
A series of homo- and hetero-polynuclear coinage metal complexes based on a phosphine-substituted 1,2,3-triazole system is presented. Besides the P,N-ligand 1-benzyl-4-(diphenylphosphanyl)-1H-1,2,3-triazole (LPN), the P,C-donor ligand 1-benzyl-
Selective P?C(sp3) Bond Cleavage and Radical Alkynylation of α-Phosphorus Alcohols by Photoredox Catalysis
Jia, Kunfang,Li, Junzhao,Chen, Yiyun
, p. 3174 - 3177 (2018/02/09)
Herein the first P?C(sp3) bond cleavage and radical alkynylation of α-phosphorus alcohols to construct phosphonoalkynes is reported. The phosphorus radical is generated upon P?C bond cleavage reaction via the alkoxyl radical through photoredox catalysis with cyclic iodine(III) reagents. Various arylphosphinoyl-, alkylphosphinoyl-, phosphonate-, and phosphonic amide alcohols serve as radical phosphorus precursors to construct phosphonoalkynes for the first time.
PHOSPHOROUS COMPOUND AND TRANSITION METAL COMPLEX THEREOF
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, (2015/03/16)
The present invention provides a phosphorous compound represented by general formula (1), and transition metal complexes containing such phosphorous compounds as ligands: wherein R1 to R7, A, B, Y, and Z have the same meanings as those defined in the specification.
Selective deprotection of Me3Si-/Ph2P(O)-protected arylalkynes: Methyl Grignard reagent-promoted dephosphorylation of Ph2P(O)-protected alkynes
Peng, Lifen,Xu, Feng,Shinohara, Kenta,Orita, Akihiro,Otera, Junzo
, p. 1610 - 1612 (2014/12/11)
A Ph2P(O)-protected alkyne underwent dephosphorylation by treatment with MeMgBr in THF with Me3Si-protection untouched. The dephosphorylation followed by a transition-metal-catalyzed coupling of the resulting terminal a lkyne with aryl halides was carried out in a one-pot manner to afford the desired coupling product. Selective deprotection of Me3Si-/Ph2P(O)-protected alkynes enabled facile syntheses of expanded π-systems such as cyclic phenyleneethyny lenes and unsymmetrically substituted ditriazol.
One-pot transformation of Ph2P(O)-protected ethynes: Deprotection followed by transition metal-catalyzed coupling
Peng, Lifen,Xu, Feng,Suzuma, Yoshinori,Orita, Akihiro,Otera, Junzo
, p. 12802 - 12808 (2014/01/17)
Ph2P(O)-protected ethynes were successfully transformed to arylethynes in one-pot manner through t-BuOK-catalyzed deprotection followed by Sonogashira coupling with aryl halide. The arylethynes were obtained similarly by Ph2P(O)-deprotection, stannylation of the resulting terminal ethynes, and Migita-Kosugi-Stille coupling. Deprotection followed by intramolecular Eglinton coupling could be carried out in one-pot to provide cyclic butadiynes.
Ph(O) group for protection of terminal acetylenes
Yang, Xin,Matsuo, Daisuke,Suzuma, Yoshinori,Fang, Jing-Kun,Xu, Feng,Orita, Akihiro,Otera, Junzo,Kajiyama, Shingo,Koumura, Nagatoshi,Hara, Kohjiro
, p. 2402 - 2406 (2011/11/05)
A protecting group Ph(O) for terminal ethyne was newly developed. This protecting group can be introduced readily to terminal ethyne by CuI-catalyzed phosphination and subsequent oxidation with H Ph(O)-protected ethynes remained intact in Sonogashira coup