83-33-0Relevant articles and documents
Photoinduced Double Addition of Acetylene to 3-Oxocyclopent-1-ene-1-carbonitrile or 3-Oxocyclopent-1-enyl Acetate Leading to 2,3-Dihydro-1H-inden-1-one and Other Rearranged Products
Cavazza, Marino,Guella, Graziano,Pietra, Francesco
, p. 1608 - 1615 (1988)
UV Irradiation of 3-oxocyclopent-1-enyl acetate (17) and acetylene in MeCN at 0 deg C gives, besides the product of normal enone-alkyne cycloaddition (cis-4-oxobicyclohept-6-en-1-yl acetate, 18) and its product of oxa-di-?-methane rearrangement (5-oxotricyclo2,7>hept-2-yl acetate, 19), unexpected products of further addition of a molar equivalent of acetylene.These are indanone (= 2,3-dihydro-1H-inden-1-one, 16), in 21percent yield, cis-1-cisoid-1,2-cis-2- (20) and cis-1-transoid-1,2-cis-2,7-oxotricyclo2,5>non-3-en-1-yl acetate (21), 4-oxo-7-'exo'-vinyltricyclo2,6>hept-2-yl acetate (22), cis-4-oxo-6 -'endo'- (23) and cis-4-oxo-6-'exo'-vinylbicyclohept-1-yl acetate (24), and cis-4-oxo-7-'exo'-vinylbicyclohept-1-yl acetate (25).At least in part, indanone must be formed via intermediates 20 and 21.In fact, on heating a 9:1 mixture 20/21, indanone is obtained quantitatively.With 3-oxocyclopent-1-ene-1-carbonitrile (15) in place of 17, indanone is formed in lower (8percent) yield besides much tars.
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Price,Lewis
, p. 2553 (1939)
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Luh et al.
, p. 641 (1979)
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Covalent Linkage of an R-ω-Transaminase to a d-Amino Acid Oxidase through Protein Splicing to Enhance Enzymatic Catalysis of Transamination
Du, Kun,Li, Rong,Zhang, Dongrui,Feng, Wei
, p. 701 - 709 (2019)
R-ω-Transaminases (RTAs) catalyse the conversion of R-configured amines [e.g., (R)-1-phenylethylamine] into the corresponding ketones (e.g., acetophenone), by transferring an amino group from an amino donor [e.g., (R)-1-phenylethylamine] onto an amino acceptor (e.g., pyruvate), resulting in a co-product (e.g., d-alanine). d-Alanine can be deaminated back to pyruvate by d-amino acid oxidase (DAAOs). Here, through in vivo subunit splicing, the N terminus of an RTA subunit (RTAS) was specifically ligated to the C terminus of a DAAO subunit (DAAOS) through native peptide bonds (RTA&DAAO). RTAS is in close proximity to DAAOS, at a molecular-scale distance. Thus the transfer of pyruvate and d-alanine between RTA and DAAO can be directional and efficient. Pyruvate→d-alanine→pyruvate cycles are efficiently formed, thus promoting the forward transamination reaction. In a different, in vitro noncovalent approach, based on coiled-coil association, the RTAS N terminus was specifically associated with the DAAOS C terminus (RTA#DAAO). In addition, the two mixed individual enzymes (RTA+DAAO) were also studied. RTA&DAAO has a shorter distance between the paired subunits (RTAS–DAAOS) than RTA#DAAO, and the number of the paired subunits is higher than in the case of RTA#DAAO, whereas RTA+DAAO cannot form the paired subunits. RTA&DAAO exhibited a transamination catalysis efficiency higher than that of RTA#DAAO and much higher than that of RTA+DAAO.
Improved synthetic route to methyl 1-fluoroindan-1-carboxylate (FICA Me ester) and 4-methyl derivatives
Koyanagi, Jyunichi,Kamei, Tomoyo,Ishizaki, Miyuki,Nakamura, Hiroshi,Takahashi, Tamiko
, p. 816 - 819 (2014)
An improved synthetic route has been developed for the preparation of methyl 1-fluoroindan-1-carboxylate (FICA Me ester) from 1-indanone. Methyl 4-methyl-1-fluoroindan-1-carboxylate (4-Me-FICA Me ester) was also prepared following the same procedure.
Chiral Yolk-Shell MOF as an Efficient Nanoreactor for Asymmetric Catalysis in Organic-Aqueous Two-Phase System
Shi, Shunli,Zhong, Yicheng,Hu, Zhuo,Wang, Lei,Yuan, Mingwei,Ding, Shunmin,Wang, Shuhua,Chen, Chao
supporting information, p. 12714 - 12718 (2021/09/11)
It remains a great challenge to introduce large and efficient homogeneous asymmetric catalysts into MOFs and other microporous materials as well as retain their degrees of freedom. Herein, a new heterogeneous strategy of homogeneous chiral catalysts is proposed, that is, to construct a yolk-shell MOFs-confined, large-size, and highly efficient homogeneous chiral catalyst, which can be used as a nanoreactor for asymmetric catalytic reactions.
A metal-free method for the facile synthesis of indanonesviathe intramolecular hydroacylation of 2-vinylbenzaldehyde
He, Guoxue,Ma, Jinyu,Zhou, Jianhui,Li, Chunpu,Liu, Hong,Zhou, Yu
supporting information, p. 1036 - 1040 (2021/02/09)
A facile method for the synthesis of indanones was developed under metal- and additive-free conditions, whereinl-proline served as an efficient and environmentally benign catalyst. Compared with previously synthesized indanones, synthesis by the transition-metal-catalyzed intramolecular hydroacylation of 2-vinylbenzaldehyde provided a more green synthetic pathway to indanone scaffolds with good to excellent yields. More importantly, it could be used to synthsize the anti-AD drug donepezil.