- Catalytic Ester to Stannane Functional Group Interconversion via Decarbonylative Cross-Coupling of Methyl Esters
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An unprecedented conversion of methyl esters to stannanes was realized, providing access to a series of arylstannanes via nickel catalysis. Various common esters including ethyl, cyclohexyl, benzyl, and phenyl esters can undergo the newly developed decarbonylative stannylation reaction. The reaction shows broad substrate scope, can differentiate between different types of esters, and if applied in consecutive fashion, allows the transformation of methyl esters into aryl fluorides or biaryls via fluororination or arylation.
- Yue, Huifeng,Zhu, Chen,Rueping, Magnus
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supporting information
p. 385 - 388
(2018/01/27)
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- Stannylation of Aryl Halides, Stille Cross-Coupling, and One-Pot, Two-Step Stannylation/Stille Cross-Coupling Reactions under Solvent-Free Conditions
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Solvent-free protocols for palladium-catalyzed stannylation of aryl halides, Stille cross-coupling, and one-pot, two-step stannylation/Stille cross-coupling (SSC) are reported for the first time. (Het)aryl halides bearing acceptor, donor, as well as sterically demanding substituents are stannylated and/or coupled in high yields. The reactions are catalyzed by conventional palladium(II) acetate/PCy3 [Pd(OAc)2/PCy3] under air, using available base CsF, and without the use of high purity reagents. The developed synthetic procedures are versatile, robust, and easily scalable. The absence of solvent, and the elimination of isolation procedures of aryl stannanes makes the SSC protocol simple, step economical, and highly efficient for the synthesis of biaryls in a one-pot two-step procedure.
- Gribanov, Pavel S.,Golenko, Yulia D.,Topchiy, Maxim A.,Minaeva, Lidiya I.,Asachenko, Andrey F.,Nechaev, Mikhail S.
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supporting information
p. 120 - 125
(2018/01/17)
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- Tetraphenylmethane or silane-based compound as well as preparation method and application thereof
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The invention provides a tetraphenylmethane or silane-based compound shown in formula (I), a preparation method of the tetraphenylmethane or silane-based compound and application of the tetraphenylmethane or silane-based compound in synthesizing an electrochromic material membrane as a monomer. As the tetraphenylmethane or silane-based compound has a space structure of tetrahedral tetrad, through membrane formation with electrochemcial polymerization, the obtained membrane expresses larger specific surface area and good electrochemical performance such as electrochromism and the like at the same time. The contrast of the membrane is 30-80 percent, the response time of the membrane is between 0.5s and 6s, the contrast and the response time both express reasonable electrochemcial stable activity, and experimental results show that the material is a potential electrochromic material. The formula of the tetraphenylmethane or silane-based compound is shown in the description.
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Paragraph 0041; 0042; 0043; 0047; 0048; 0049
(2017/10/09)
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- METHOD FOR PRODUCING 14 GROUP METAL LITHIUM COMPOUND
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PROBLEM TO BE SOLVED: To provide a method for quantitatively producing a group 14 metal lithium compound under a mild condition. SOLUTION: The method for producing a group 14 metal lithium compound represented by formula (4): R4-nMLin comprises reacting a compound represented by formula (1): R4-nMXn and lithium in the presence of a polycyclic aromatic compound represented by formula (2) or formula (3). [In formula (1) and formula (2), R is a hydrocarbon group; M is a metal atom selected from Si, Ge and Sn; X is a halogen atom or R3M- (R and M are the same as mentioned above); and n is 1 or 2] and [R1 is H or a hydrocarbon group; and m is an integer of 0 to 5.] SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
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Paragraph 0085; 0087- 0088
(2016/10/31)
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- A Sn atom-economical approach toward arylstannanes: Ni-catalysed stannylation of aryl halides using Bu3SnOMe
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Stannylation of carbon-halogen bonds is one of the most promising and straightforward approaches for the preparation of organostannane compounds. Although a wide variety of methods are now available, all protocols require the use of highly nucleophilic organometals or wasteful stannyl sources like distannanes. Here, we report a new nickel-catalysed stannylation of aryl and alkenyl-halides using Bu3SnOMe as a stannyl source to afford aryl and vinyl-stannanes, respectively. This method enables the stannylation of not only bromides, but also chlorides and triflates to furnish functionalized aryl- and alkenyl-stannanes without the release of wasteful and toxic stannyl byproducts.
- Komeyama, Kimihiro,Asakura, Ryota,Takaki, Ken
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supporting information
p. 8713 - 8716
(2015/08/24)
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- Stannyl-Lithium: A Facile and Efficient Synthesis Facilitating Further Applications
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We have developed a highly efficient, practical, polycyclic aromatic hydrocarbon (PAH)-catalyzed synthesis of stannyl lithium (Sn-Li), in which the tin resource (stannyl chloride or distannyl) is rapidly and quantitatively transformed into Sn-Li reagent at room temperature without formation of any (toxic) byproducts. The resulting Sn-Li reagent can be stored at ambient temperature for months and shows high reactivity toward various substrates, with quantitative atom efficiency.
- Wang, Dong-Yu,Wang, Chao,Uchiyama, Masanobu
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supporting information
p. 10488 - 10491
(2015/09/28)
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- Structural modulation of internal charge transfer in small molecular donors for organic solar cells
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Donor-acceptor molecules with small chain extension have been synthesized and used as active material in organic solar cells. The effect of fusion of a phenyl group on the end dicyanovinylene acceptor is discussed.
- Leliege, Antoine,Regent, Charles-Henri Le,Allain, Magali,Blanchard, Philippe,Roncali, Jean
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supporting information
p. 8907 - 8909
(2012/11/14)
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- Retinoid-like heterocycles
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This invention relates to a compound of formula I STR1 in which T is --CONH-- or --CH CH--;R a and R b are independently C 1-6 alkyl;R c is C 1-6 alkyl or hydrogen; andR is heteroaryl and these compounds are useful in preventing and treating skin disorder
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- 14β-H-, 14-and 15-En-11β-aryl-4-oestrenes
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Novel compounds of the general formula I STR1 and the pharmacologically tolerable addition salts thereof with acids are described, in which eitherIa) R 11 represents a hydrogen atom in the β-configuration and each of R 12 and R 13 represents a hydrogen atom, orIb) R 11 represents a hydrogen atom in the β-configuration and R 12 and R 13 together represent a second bond, orIc) R 11 and R 12 together represent a second bond and R 13 represents a hydrogen atom, orId) R 11 represents a hydrogen atom in the α-configuration and R 12 and R 13 together represent a second bond,and in Ia), Ib), Ic) or Id)X represents an oxygen atom, the hydroxyimino grouping >N OH or two hydrogen atoms,R 1 represents a hydrogen atom or a methyl group,R 2 represents a hydroxy group, a C 1 -C 10 -alkoxy group or a C 1 -C 10 -acyloxy group, andR 3 and R 4 have the meanings customary for competitive progesterone antagonists specified in the description.The invention relates also to processes for the preparation of the novel compounds, to pharmaceutical compositions containing those compounds, to their use for the manufacture of medicaments, and to the novel intermediates required for the process.The novel compounds have a strong affinity for the gestagen receptor and exhibit pronounced antigestagenic and also antiglucocorticoid, antimineralocorticoid and antiandrogenic properties.
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- THE CHEMISTRY OF ORGANOLEAD(IV) TRICARBOXYLATES. SYNTHESIS AND ELECTROPHILIC HETEROARYLATION REACTIONS OF 2- AND 3-THIENYL-, AND 2- AND 3-FURYL-LEAD
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Tin(IV)-lead(IV) exchange and mercury(II)-lead(IV) exchange reactions have been used to obtain 2-thienyl-lead triacetate (3), 2-thienyl-lead tribenzoate (4), 3-thienyl-lead triacetate (16), 2-furyl-lead triacetate (21), and 3-furyl-lead triacetate (31).In reactions with the β-dicarbonyl compounds (7), (11), and (13), the above heteroaryl-lead compounds behaved as 2-thienyl, 3-thienyl, 2-furyl, and 3-furyl cation equivalents respectively, giving the α-heteroaryl β-dicarbonyl compounds (8), (12), (14), (17), (18), (19), (25), (27), (28), (38), (34), and (35) in synthetically useful yields.
- Pinhey, John T.,Roche, Eric G.
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p. 2415 - 2422
(2007/10/02)
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