Unknown

Dataset Information

0

A practical and sustainable two-component Minisci alkylation via photo-induced EDA-complex activation.


ABSTRACT: An operationally simple, open-air, and efficient light-mediated Minisci C-H alkylation method is described, based on the formation of an electron donor-acceptor (EDA) complex between nitrogen-containing heterocycles and redox-active esters. In contrast to previously reported protocols, this method does not require a photocatalyst, an external single electron transfer agent, or an oxidant additive. Achieved under mildly acidic and open-air conditions, the reaction incorporates primary-, secondary-, and tertiary radicals, including bicyclo[1.1.1]pentyl (BCP) radicals, along with various heterocycles to generate Minisci alkylation products in moderate to good yields. Additionally, the method is exploited to generate a stereo-enriched, hetereoaryl-substituted carbohydrate.

SUBMITTER: Sharique M 

PROVIDER: S-EPMC9116295 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature

altmetric image

Publications

A practical and sustainable two-component Minisci alkylation <i>via</i> photo-induced EDA-complex activation.

Sharique Mohammed M   Majhi Jadab J   Dhungana Roshan K RK   Kammer Lisa Marie LM   Krumb Matthias M   Lipp Alexander A   Romero Eugénie E   Molander Gary A GA  

Chemical science 20220426 19


An operationally simple, open-air, and efficient light-mediated Minisci C-H alkylation method is described, based on the formation of an electron donor-acceptor (EDA) complex between nitrogen-containing heterocycles and redox-active esters. In contrast to previously reported protocols, this method does not require a photocatalyst, an external single electron transfer agent, or an oxidant additive. Achieved under mildly acidic and open-air conditions, the reaction incorporates primary-, secondary  ...[more]

Similar Datasets

| S-EPMC10957873 | biostudies-literature
| S-EPMC9172443 | biostudies-literature
| S-EPMC9044185 | biostudies-literature
| S-EPMC8297726 | biostudies-literature
| S-EPMC5356021 | biostudies-literature
| S-EPMC10717525 | biostudies-literature
2024-03-25 | GSE261394 | GEO
| S-EPMC11519911 | biostudies-literature
| S-EPMC5900874 | biostudies-literature