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Copper(i)-catalyzed radical carboamination reaction of 8-aminoquinoline-oriented buteneamides with chloroform: synthesis of-β-lactams.


ABSTRACT: A novel Cu(CH3CN)4PF6-catalyzed carboamination reaction of 8-aminoquinoline-oriented buteneamides with chloroform to afford 4-(2,2,2-trichloroethyl)-β-lactams is described. The reaction proceeded at 110 °C in air with di-t-butyl peroxide. Preliminary studies indicated that the reaction undergoes a free radical mechanism via a Cu(i)/Cu(ii)/Cu(iii) catalytic cycle.

SUBMITTER: Gan Z 

PROVIDER: S-EPMC9037986 | biostudies-literature | 2021 Aug

REPOSITORIES: biostudies-literature

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Copper(i)-catalyzed radical carboamination reaction of 8-aminoquinoline-oriented buteneamides with chloroform: synthesis of-β-lactams.

Gan Zixu Z   Zhang Ke K   Shi Peng P   Zhao Yingsheng Y   Zeng Runsheng R  

RSC advances 20210819 45


A novel Cu(CH<sub>3</sub>CN)<sub>4</sub>PF<sub>6</sub>-catalyzed carboamination reaction of 8-aminoquinoline-oriented buteneamides with chloroform to afford 4-(2,2,2-trichloroethyl)-β-lactams is described. The reaction proceeded at 110 °C in air with di-<i>t</i>-butyl peroxide. Preliminary studies indicated that the reaction undergoes a free radical mechanism <i>via</i> a Cu(i)/Cu(ii)/Cu(iii) catalytic cycle. ...[more]

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