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  1. Article ; Online: Diastereoselective Synthesis of 2,6-Disubstituted Tetrahydropyranones via Prins Cyclization of 3-Bromobut-3-en-1-ols and Aldehydes.

    Bora, Surjya Kumar / Shit, Sudip / Sahu, Archana Kumari / Saikia, Anil K

    The Journal of organic chemistry

    2023  Volume 88, Issue 5, Page(s) 3012–3021

    Abstract: Tetrahydropyranones are synthesized from 3-bromobut-3-en-1-ols and aldehydes in good yields with excellent diastereoselectivity at -35 °C. The reaction involves an initial formation of a most stable six-membered chairlike tetrahydropyranyl carbocation ... ...

    Abstract Tetrahydropyranones are synthesized from 3-bromobut-3-en-1-ols and aldehydes in good yields with excellent diastereoselectivity at -35 °C. The reaction involves an initial formation of a most stable six-membered chairlike tetrahydropyranyl carbocation followed by nucleophilic attack of the hydroxyl group and subsequent elimination of HBr to give tetrahydropyranone. The carbonyl moiety of the tetrahydropyranone is converted to enol ether and esters using Wittig reaction. It is also transformed into 4-hydroxy-2,6-disubstituted tetrahydropyran with 2,4- and 4,6-
    Language English
    Publishing date 2023-02-22
    Publishing country United States
    Document type Journal Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.2c02715
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Leveraging cascade alkynyl Prins cyclization towards the stereoselective synthesis of spiro-furan quinazolinone scaffolds.

    Biswas, Subhamoy / Shit, Sudip / Behera, Bipin Kumar / Sahu, Archana Kumari / Saikia, Anil K

    Chemical communications (Cambridge, England)

    2023  Volume 59, Issue 96, Page(s) 14301–14304

    Abstract: A TfOH-promoted, metal-free protocol has been unveiled for the synthesis of spiro-furan quinazolinones employing alkynol urea derivatives utilizing alkynyl Prins cyclization reaction. This methodology produces highly functionalized spiro-heterocycles in ... ...

    Abstract A TfOH-promoted, metal-free protocol has been unveiled for the synthesis of spiro-furan quinazolinones employing alkynol urea derivatives utilizing alkynyl Prins cyclization reaction. This methodology produces highly functionalized spiro-heterocycles in excellent yields with exclusive
    Language English
    Publishing date 2023-11-30
    Publishing country England
    Document type Journal Article
    ZDB-ID 1472881-3
    ISSN 1364-548X ; 1359-7345 ; 0009-241X
    ISSN (online) 1364-548X
    ISSN 1359-7345 ; 0009-241X
    DOI 10.1039/d3cc04464e
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: Synthesis of Spiro[furan-2,1'-isoindolin]-3'-ones from 2-(4-Hydroxybut-1-yn-1-yl)benzonitriles and Aryl Aldehydes under the Action of Triflic Acid.

    Shit, Sudip / Bora, Surjya Kumar / Sahu, Archana Kumari / Saikia, Anil K

    The Journal of organic chemistry

    2022  Volume 87, Issue 17, Page(s) 11634–11643

    Abstract: The synthesis of spiro[furan-2,1'-isoindolin]-3'-ones from 2-(4-hydroxybut-1-yn-1-yl)benzonitriles and aryl aldehydes is demonstrated. It involves the initial formation of dihydrofuranylideneisoindolinone via intramolecular sequential Prins and Ritter ... ...

    Abstract The synthesis of spiro[furan-2,1'-isoindolin]-3'-ones from 2-(4-hydroxybut-1-yn-1-yl)benzonitriles and aryl aldehydes is demonstrated. It involves the initial formation of dihydrofuranylideneisoindolinone via intramolecular sequential Prins and Ritter reactions, followed by the ring opening of the furanyl moiety to generate
    Language English
    Publishing date 2022-08-17
    Publishing country United States
    Document type Journal Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.2c01286
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  4. Article: Synthesis of Spiro[furan-2,1′-isoindolin]-3′-ones from 2-(4-Hydroxybut-1-yn-1-yl)benzonitriles and Aryl Aldehydes under the Action of Triflic Acid

    Shit, Sudip / Bora, Surjya Kumar / Sahu, Archana Kumari / Saikia, Anil K.

    Journal of organic chemistry. 2022 Aug. 17, v. 87, no. 17

    2022  

    Abstract: The synthesis of spiro[furan-2,1′-isoindolin]-3′-ones from 2-(4-hydroxybut-1-yn-1-yl)benzonitriles and aryl aldehydes is demonstrated. It involves the initial formation of dihydrofuranylideneisoindolinone via intramolecular sequential Prins and Ritter ... ...

    Abstract The synthesis of spiro[furan-2,1′-isoindolin]-3′-ones from 2-(4-hydroxybut-1-yn-1-yl)benzonitriles and aryl aldehydes is demonstrated. It involves the initial formation of dihydrofuranylideneisoindolinone via intramolecular sequential Prins and Ritter reactions, followed by the ring opening of the furanyl moiety to generate N-acyliminium ions and alcohols for the final cyclization reaction, and the spiro-cyclic compounds are produced in moderate to good yields. It is a one-pot, three-component reaction in which one new quaternary carbon, two five-membered rings, one C–N bond, two C–O bonds, and one C–C bond are formed. The reaction is carried out with a Brønsted acid from 0 °C to room temperature within a short period of time.
    Keywords ambient temperature ; carbon ; cyclization reactions ; moieties ; organic chemistry
    Language English
    Dates of publication 2022-0817
    Size p. 11634-11643.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.2c01286
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  5. Article ; Online: K

    Behera, Bipin Kumar / Sahu, Archana Kumari / Devi, Ngangbam Renubala / Saikia, Anil K

    The Journal of organic chemistry

    2021  Volume 86, Issue 18, Page(s) 12481–12493

    Abstract: An efficient methodology has been developed for the synthesis of tetra- and pentasubstituted pyrroles via oxidative self-dimerization ... ...

    Abstract An efficient methodology has been developed for the synthesis of tetra- and pentasubstituted pyrroles via oxidative self-dimerization of
    Language English
    Publishing date 2021-08-31
    Publishing country United States
    Document type Journal Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.1c00471
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article ; Online: Temperature Tunable Synthesis of Tetrahydro-4

    Porashar, Bikoshita / Biswas, Subhamoy / Sahu, Archana Kumari / Chutia, Archana / Saikia, Anil K

    Organic letters

    2022  

    Abstract: Tetrahydro- ... ...

    Abstract Tetrahydro-4
    Language English
    Publishing date 2022-12-05
    Publishing country United States
    Document type Journal Article
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.2c03674
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  7. Article: K₂S₂O₈-Mediated Synthesis of Highly Functionalized Pyrroles via Oxidative Self-Dimerization of N-Propargylamines

    Behera, Bipin Kumar / Sahu, Archana Kumari / Devi, Ngangbam Renubala / Saikia, Anil K.

    Journal of organic chemistry. 2021 Aug. 31, v. 86, no. 18

    2021  

    Abstract: An efficient methodology has been developed for the synthesis of tetra- and pentasubstituted pyrroles via oxidative self-dimerization of N-propargylamines catalyzed by silver benzoate in the presence of K₂S₂O₈ in good yields. The protocol provides a ... ...

    Abstract An efficient methodology has been developed for the synthesis of tetra- and pentasubstituted pyrroles via oxidative self-dimerization of N-propargylamines catalyzed by silver benzoate in the presence of K₂S₂O₈ in good yields. The protocol provides a simple route for the synthesis of both tetra- and pentasubstituted pyrroles with two carbonyl groups in the side chain. The methodology can be extended toward the synthesis of pyrrolo[3,4-d]pyridazine.
    Keywords organic chemistry ; pyrroles ; silver
    Language English
    Dates of publication 2021-0831
    Size p. 12481-12493.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.1c00471
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  8. Article ; Online: In(OTf)

    Sahu, Archana Kumari / Unnava, Ramanjaneyulu / Shit, Sudip / Saikia, Anil K

    The Journal of organic chemistry

    2020  Volume 85, Issue 4, Page(s) 1961–1971

    Abstract: A one-pot tandem reaction has been developed for the synthesis of substituted tetrahydropyrroloisoindolone via Mannich reaction ... ...

    Abstract A one-pot tandem reaction has been developed for the synthesis of substituted tetrahydropyrroloisoindolone via Mannich reaction of
    Language English
    Publishing date 2020-01-17
    Publishing country United States
    Document type Journal Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.9b02686
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

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  9. Article: In(OTf)3-Catalyzed One-Pot Tandem Mannich and Conia-Ene Cyclization Reaction of N-Propargyl Amido Alcohols with 1,3-Dicarbonyl Compounds: An Approach To Construct Tetrahydro-1H-pyrrolo[2,1-a]isoindolone-1,1-dicarboxylate and Its Application

    Sahu, Archana Kumari / Unnava, Ramanjaneyulu / Shit, Sudip / Saikia, Anil K

    Journal of organic chemistry. 2020 Jan. 08, v. 85, no. 4

    2020  

    Abstract: A one-pot tandem reaction has been developed for the synthesis of substituted tetrahydropyrroloisoindolone via Mannich reaction of N-propargyl amido alcohols with 1,3-dicarbonyl compounds followed by Conia-ene cyclization reaction in moderate to good ... ...

    Abstract A one-pot tandem reaction has been developed for the synthesis of substituted tetrahydropyrroloisoindolone via Mannich reaction of N-propargyl amido alcohols with 1,3-dicarbonyl compounds followed by Conia-ene cyclization reaction in moderate to good yields catalyzed by indium(III)triflate [In(OTf)3]. The reaction is highly regioselective with an exo-cyclic double bond in the pyrrolidine ring. The substituted tetrahydropyrroloisoindolone can be converted to 5H-pyrrolo[2,1-a]isoindol-5-one via decarboxylative aromatization reaction.
    Keywords alcohols ; aromatization ; catalytic activity ; chemical bonding ; chemical structure ; cyclization reactions ; indium ; organic chemistry ; regioselectivity
    Language English
    Dates of publication 2020-0108
    Size p. 1961-1971.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.9b02686
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