2023
DOI: 10.1039/d3qo00914a
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Selective N-α-C–H alkylation of cyclic tertiary amides via visible-light-mediated 1,5-hydrogen atom transfer

Abstract: Herein, we report a novel C-H bond activation-alkylation strategy for 2-iodobenzyol protected cyclic amines at N-α-position through visible-light mediated 1,5-hydrogen atom transfer (HAT) process. The readily reducible CAr-I bond was...

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Cited by 14 publications
(2 citation statements)
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“…Recently, selective C–halogen bond conversion by means of sustainable strategies such as visible-light photoredox catalysis and electrochemical reduction has gained considerable research focus from the synthetic community. 9–11 In particular, catalytic dechlorination of alkyl/aryl chlorides via visible-light mediated procedures has become an attractive yet challenging goal. 11 For example, the group of Savateev reported a visible-light enabled dichloromethylation of α,β-unsaturated ketones, using chloroform as the dichloromethyl source (Scheme 1b).…”
mentioning
confidence: 99%
“…Recently, selective C–halogen bond conversion by means of sustainable strategies such as visible-light photoredox catalysis and electrochemical reduction has gained considerable research focus from the synthetic community. 9–11 In particular, catalytic dechlorination of alkyl/aryl chlorides via visible-light mediated procedures has become an attractive yet challenging goal. 11 For example, the group of Savateev reported a visible-light enabled dichloromethylation of α,β-unsaturated ketones, using chloroform as the dichloromethyl source (Scheme 1b).…”
mentioning
confidence: 99%
“…Recently, a visible-light-induced aryl radical-mediated intermolecular 1, n-H transfer strategy has been reported, providing a new approach for the functionalization of remote unactivated C(sp 3 )–H bonds. Several elegant studies have been independently achieved by Gevorgyan, 8 Ragains, 9 Chen, 10 Maulide, 11 Saget 12 and Huang 13 (Fig. 1b).…”
mentioning
confidence: 99%