Visible-Light-Promoted Remote C(sp<sup>3</sup>)–H Amidation and Chlorination
作者:Qixue Qin、Shouyun Yu
DOI:10.1021/acs.orglett.5b00582
日期:2015.4.17
A visible-light-promoted C(sp(3))-H amidation and chlorination of N-chlorosulfonamides (NCSs) is reported. This remote C(sp(3))-H functionalization can be achieved in weak basic solution at room temperature with as little as 0.1 mol % of a photocatalyst. A variety of nitrogen-containing heterocycles (up to 94% yield) and chlorides (up to 93% yield) are prepared from NCSs. Late-stage C(sp3)H functionalization of complex and biologically important (-)-cis-myrtanylamine and (+)-dehydroabietylamine derivatives can also be achieved with excellent yields and regioselectivity.
Shono, Tatsuya; Matsumura, Yoshihiro; Katoh, Susumu, Journal of the American Chemical Society, 1990, vol. 112, # 6, p. 2368 - 2372
Highly Regioselective Nickel-Catalyzed Cross-Coupling of <i>N</i>-Tosylaziridines and Alkylzinc Reagents
作者:Kim L. Jensen、Eric A. Standley、Timothy F. Jamison
DOI:10.1021/ja505823s
日期:2014.8.6
ligand-controlled, nickel-catalyzed cross-coupling of aliphatic N-tosylaziridines with aliphatic organozinc reagents. The reaction protocol displays complete regioselectivity for reaction at the less hindered C-N bond, and the products are furnished in good to excellent yield for a broad selection of substrates. Moreover, we have developed an air-stablenickel(II) chloride/ligand precatalyst that can be handled and