206064-25-7Relevant academic research and scientific papers
Efficient synthesis of oxindoles by thermal and rhodium(II)-catalyzed Wolff rearrangement
Lee, Yong Rok,Suk, Jung Yup,Kim, Byung So
, p. 8219 - 8221 (1999)
An efficient synthesis of oxindoles is achieved from a thermal and rhodium(II)-catalyzed Wolff rearrangement of diazoquinolinediones in moderate yields.
Acylation of oxindoles using methyl/phenyl estersviathe mixed Claisen condensation - an access to 3-alkylideneoxindoles
Gandhi, Thirumanavelan,Nagaraja, C. M.,Panyam, Pradeep Kumar Reddy,Rajeshwaran, Purushothaman,Sreedharan, Ramdas,Yadav, Saurabh
, p. 3843 - 3847 (2020/06/03)
Predominantly, aggressive acid chlorides and stoichiometric coupling reagents are employed in the acylating process for synthesizing carbonyl tethered heterocycles. Herein, we report simple acyl sources,viz. methyl and phenyl esters, which acylate oxindolesviathe mixed Claisen condensation. This straightforward protocol is mediated by LiHMDS and KOtBu and successfully applied to a wide range of substrates. It is a noteworthy transformation that skips the stepwise generation of enolates and acylation, and the reaction is performed at a moderate temperature with no side reactions. This protocol produces the first examples ofortho-substituents in an aryl ring flanked with electron-donating and electron-withdrawing substrates. Interestingly, robust organometallic ferrocenyl methyl ester cleaved under these conditions with ease. Furthermore, biologically important Tenidap's analog was synthesized by this protocol.
Reactivity of spiroanthraceneoxazolidines with cyclopropanes: An approach to the oxindole alkaloid scaffold
Buev, Evgeny M.,Moshkin, Vladimir S.,Sosnovskikh, Vyacheslav Y.
, p. 3409 - 3412 (2018/08/20)
The reaction of N-methylspiro[anthracene-oxazolidine] with spiro[cyclopropane-3,3′-indolin]-2-ones in the presence of MgI2 formed the corresponding spiro[pyrrolidine-3,3′-indolin]-2-ones in 42–65% yields. The use of N-benzylspiro[anthracene-oxazolidine] in this reaction led to the formation of a mixture of the corresponding N-methyl- and N-benzylpyrrolidines.
Cyclization and oxidation of o-bromophenylacetamides for the synthesis of oxindoles and isoindigoes
Liu, Liang,Song, Lei,Guo, Yujun,Min, Dewen,Shi, Tianchao,Zhang, Wu
, p. 354 - 359 (2017/12/26)
N-substituted oxindoles were obtained through a facile KOH/DMSO promoted intramolecular cyclization of o-bromophenylacetamides in good yields. Furthermore, isoindigo derivatives were readily synthesized through sequential intramolecular cyclization, oxida
A 2 - indolone derivatives and its preparation method
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Paragraph 0047; 0048; 0049; 0050; 0051, (2017/08/25)
The invention relates to 2-indolone derivatives and a preparation method thereof. The structural formula is disclosed in the specification, wherein R1 is H, 4-Cl or 5-OCH3; and R2 is n-Bu, Cy, Bn, (4-OCH3)-Bn, i-Pr, n-C12H25, (4-Cl)-Bu, (4-Cl)-Bn or (4-OC
Palladium-catalyzed carbonylative α-arylation of 2-oxindoles with (Hetero)aryl bromides: Efficient and complementary approach to 3-acyl-2-oxindoles
Lian, Zhong,Friis, Stig D.,Skrydstrup, Troels
supporting information, p. 9582 - 9586 (2014/11/08)
An efficient Pd-catalyzed carbonylative α-arylation of 2-oxindoles with aryl and heteroaryl bromides for the one-step synthesis of 3-acyl-2-oxindoles has been developed. This reaction proceeds efficiently under mild conditions and is complementary to the
PHARMACEUTICAL COMPOUNDS
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Paragraph 0151; 0152, (2014/10/29)
Benzimidazoles of formula (I): wherein: A is 5- to 12-membered aryl or 5- to 12-membered heteroaryl, each of which is unsubstituted or substituted; Y is a single bond, —(CH2)p—, —X—, —CH2—X—, or —X—CH2—; X is —O—, —S—, —N(R2)—, >C═O, >S(═O), >S(═O)2, —O—C(═O)—, —C(═O)—O—, N(R2)—C(═O)—, or —C(═O)—N(R2)—; each L is independently a single bond, C1-3alkylene, C2-3alkenylene or C2-3alkynylene; R1 is C1-6alkyl, C2-6alkenyl or C2-6alkynyl, each of which is unsubstituted or substituted; each Z is independently —N(R2)2, —OR2, —SR2, —S(═O)R2, —S(═O)2R2; each R2 is independently hydrogen, C1-6alkyl, C2-6alkenyl or C2-6 alkynyl, wherein said alkyl, alkenyl and alkynyl groups are unsubstituted or substituted; m is 0, 1, 2, or 3; n is 1, 2, or 3; and p is 1, 2, or 3; and the pharmaceutically acceptable salt thereof are inhibitors of RSV and can therefore be used to treat or prevent an RSV infection.
PHARMACEUTICAL COMPOUNDS
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Page/Page column 22, (2013/05/23)
Benzimidazoles of formula (I): wherein: A is 5-to 12-membered aryl or 5-to 12-membered heteroaryl, each of which is unsubstituted or substituted; Y is a single bond, -(CH2)p-, -X-, -CH2-X-, or -X-CH2-; X is -O-, -S-, -N(R2)-, >C=O, >S(=O), >S(=O)2, -O-C(=O)-, -C(=O)-O-, N(R2)-C(=O)-, or -C(=O)-N(R2)-; each L is independently a single bond, C1-3alkylene, C2-3alkenylene or C2-3alkynylene; R1is C1-6alkyl, C2-6alkenyl or C2-6alkynyl, each of which is unsubstituted or substituted; each Z is independently -N(R2)2, -OR2, -SR2, -S(=O)R2, -S(=O)2R2; each R2 is independently hydrogen, C1-6alkyl, C2-6alkenyl or C2-6 alkynyl, wherein said alkyl, alkenyl and alkynyl groups are unsubstituted or substituted; m is 0, 1, 2, or 3; n is 1, 2, or 3; and p is 1, 2, or 3; and the pharmaceutically acceptable salt thereof are inhibitors of RSV and can therefore be used to treat or prevent an RSV infection.
Platinum-catalyzed oxoarylations of ynamides with nitrones
Bhunia, Sabyasachi,Chang, Chin-Jung,Liu, Rai-Shung
supporting information, p. 5522 - 5525,4 (2020/10/15)
A new platinum-catalyzed oxoarylation of ynamides with nitrones is reported. Cascade sequences for the synthesis of indolin-2-ones via NaBH 3CN reduction in situ of the initially formed oxoarylation products are also developed.
Ruthenium-catalyzed alkylation of oxindole with alcohols
Jensen, Thomas,Madsen, Robert
supporting information; experimental part, p. 3990 - 3992 (2009/12/25)
(Chemical Equation Presented) An atom-economical and solvent-free catalytic procedure for the mono-3-alkylation of oxindole with alcohols is described. The reaction is mediated by the in situ generated catalyst from RuCl 3·xH2O and P
