Litcius/Paper detail

Selective Cross-Dehydrogenative C(sp<sup>3</sup>)–H Arylation with Arenes

Hong‐Yan Hao, Yang‐Jie Mao, Zhenyuan Xu, Shao‐Jie Lou, Dan‐Qian Xu

2020Organic Letters29 citationsDOI

Abstract

Selective C(sp3)–C(sp2) bond construction is of central interest in chemical synthesis. Despite the success of classic cross-coupling reactions, the cross-dehydrogenative coupling between inert C(sp3)–H and C(sp2)–H bonds represents an attractive alternative toward new C(sp3)–C(sp2) bonds. Herein, we establish a selective inter- and intramolecular C(sp3)–H arylation of alcohols with nondirected arenes that thereby provides a general pathway to access a wide range of β-arylated alcohols, including tetrahydronaphthalen-2-ols and benzopyran-3-ols, with high to excellent chemo- and regioselectivity.

Topics & Concepts

ChemistryRegioselectivityIntramolecular forceCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryCatalysisCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis Techniques
Selective Cross-Dehydrogenative C(sp<sup>3</sup>)–H Arylation with Arenes | Litcius