Lewis acid-catalyzed one-pot thioalkenylation of donor–acceptor cyclopropanes using <i>in situ</i> generated dithiocarbamates and propiolates

Harikumar, Sanjeevni; Kandy, Labeeb Thazhe Kollorth; Guin, Avishek; Biju, Akkattu T.

doi:10.1039/d4ob00053f

Org. Biomol. Chem.

2024

DOI: 10.1039/d4ob00053f

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Lewis acid-catalyzed one-pot thioalkenylation of donor–acceptor cyclopropanes using in situ generated dithiocarbamates and propiolates

Sanjeevni Harikumar,

Labeeb Thazhe Kollorth Kandy,

Avishek Guin

et al.

Abstract: Lewis acid-catalyzed one-pot 1,3-thioalkenylation of donor-acceptor (D-A) cyclopropanes has been demonstrated employing in situ generated dithiocarbamates (from amines and CS2) as nucleophilic triggers and alkyl propiolates as electrophiles. This method...

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2024

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Cited by 2 publications

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Activation of donor–acceptor cyclopropanes under basic conditions: ring opening of 2-(p-siloxyaryl)cyclopropane 1,1-dicarboxylates with nitro compounds and other C-nucleophiles

Antonova,

Tabolin

2024

Org. Chem. Front.

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Activation of donor–acceptor cyclopropanes under basic conditions: ring opening of 2-(p-siloxyaryl)cyclopropane 1,1-dicarboxylates with nitro compounds and other C-nucleophiles

Antonova,

Tabolin

2024

Org. Chem. Front.

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Ring-Opening of Donor-Acceptor Cyclopropane Diester for the Synthesis of Oxime Esters and 2,3-Dihydroazete Ester

Banerjee,

Yadav,

Verma

et al. 2024

Synthesis

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: A simple and efficient approach for the synthesis of privileged oxime esters by employing donor-acceptor cyclopropane diesters (DACs) as one of the potential precursors is reported. The strategy involves Lewis acid-catalyzed ring-opening of DACs, resulting in an open-chain intermediate followed by the base-mediated construction of the corresponding oxime esters in a one-pot reaction. Moreover, the process also features the synthesis of diethyl 4-(4-methoxyphenyl)azete-2,2(3H)-dicarboxylate.

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Lewis acid-catalyzed one-pot thioalkenylation of donor–acceptor cyclopropanes using in situ generated dithiocarbamates and propiolates

Abstract: Lewis acid-catalyzed one-pot 1,3-thioalkenylation of donor-acceptor (D-A) cyclopropanes has been demonstrated employing in situ generated dithiocarbamates (from amines and CS2) as nucleophilic triggers and alkyl propiolates as electrophiles. This method...

Cited by 2 publications

References 49 publications

Activation of donor–acceptor cyclopropanes under basic conditions: ring opening of 2-(p-siloxyaryl)cyclopropane 1,1-dicarboxylates with nitro compounds and other C-nucleophiles

Activation of donor–acceptor cyclopropanes under basic conditions: ring opening of 2-(p-siloxyaryl)cyclopropane 1,1-dicarboxylates with nitro compounds and other C-nucleophiles

Ring-Opening of Donor-Acceptor Cyclopropane Diester for the Synthesis of Oxime Esters and 2,3-Dihydroazete Ester

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