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...
“…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).…”
Selective partial C-Cl bond reduction represents an important strategy for the construction of valuable chloride-containing skeletons. Herein, we report an efficient and straightforward (deutero)hydrodechlorination strategy of trichloromethyl groups for the...
“…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).…”
Selective partial C-Cl bond reduction represents an important strategy for the construction of valuable chloride-containing skeletons. Herein, we report an efficient and straightforward (deutero)hydrodechlorination strategy of trichloromethyl groups for the...
“…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).…”
In this paper, we developed an electro-reductive aryl-to-alkyl radical relay arylation reaction of a remote C(sp3)–H bond via a 1,5-HAT process. This protocol features mild conditions, simple operation, and a broad substrate scope.
A copper catalyzed aerobic formal addition of aliphatic C(sp3)–H bonds to alkenes via a phenyl radical mediated intermolecular HAT process is reported herein, in which the phenylhydrazine not only acts as a good HAT reagent precursor but also as an excellent hydrogen atom donor. This reaction affords an alternative method for the direct formal addition of the aliphatic C(sp3)–H bonds to alkenes utilizing air as the radical initiator without additional reductants at the ambient temperature. A variety of alkanes and electron‐deficient alkenes are successfully incorporated, furnishing a series of aliphatic C(sp3)–H formal addition products in 20‐93% yields. The preliminary mechanistic studies uncover that the 2‐tetrahydrofuranyl and phenyl radical are formed in this reaction.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.