Iodoarene Activation: Take a Leap Forward toward Green and Sustainable Transformations

Chemical Reviews, Journal Year: 2025, Volume and Issue: unknown

Published: March 7, 2025

Constructing chemical bonds under green sustainable conditions has drawn attention from environmental and economic perspectives. The dissociation of (hetero)aryl-halide is a crucial step most arylations affording (hetero)arene derivatives. Herein, we summarize the (hetero)aryl halides activation enabling direct (hetero)arylation trapping reagents construction highly functionalized (hetero)arenes benign conditions. strategies for aryl iodides are classified into (a) hypervalent iodoarene followed by functionalization thermal/photochemical conditions, (b) aryl-I bond in presence bases with/without organic catalysts promoters, (c) photoinduced presence/absence organophotocatalysts, (d) electrochemical direct/indirect electrolysis mediated organocatalysts mediators acting as electron shuttles, (e) electrophotochemical redox-active organocatalysts. These modes result exhibiting diverse reactivity formal cations/radicals/anions aryne precursors. coupling these reactive intermediates with leads to facile selective formation C-C C-heteroatom bonds. ecofriendly, inexpensive, functional group-tolerant offer alternatives transition metal-based catalysis.

Language: Английский

Reductive Homologation of Nitroalkanes via Denitrative Aminoalkylation

Organic Letters, Journal Year: 2024, Volume and Issue: 26(42), P. 9046 - 9050

Published: Oct. 16, 2024

We present the reductive homologation of nitroalkanes through utilization denitrative aminoalkylation reaction. This transformation is accomplished by radical-radical coupling alkyl radicals derived from and persistent aminoalkyl radicals. By capitalizing on diverse α-functionalization nitroalkanes, α,β-multifunctionalized amines can be readily accessed.

Language: Английский

Diastereoselective Homocoupling of Benzylic C(sp³)–H Bonds Enabled by Halogen Transfer

Organic Letters, Journal Year: 2024, Volume and Issue: 26(43), P. 9257 - 9262

Published: Oct. 18, 2024

A transition-metal- and harsh-oxidant-free strategy for diastereoselective homocoupling of benzylic α-boryl carbanions has been developed. Central to this methodology is the ability halogen transfer reagent seamlessly integrate halogenation substitution within a compatible process. Additionally, also applicable diarylmethanes alkylheteroarenes. Substrates bearing oxidatively sensitive functional groups were well-tolerated. Preliminary studies suggest that hydrogen bond between two boryl contributes high diastereoselectivities.

Language: Английский