alternative to promote intramolecular carbene C–H insertion from α-diazoesters. Moreover, no competition arises from the possible metathesisreactions on substrates bearing alkene and alkyne moieties. DFT calculations were also carried out to gain insight into the reaction mechanism involved in these transformations.
Photoredox catalysis in the synthesis of γ- and δ-lactams from <i>N</i>-alkenyl trichloro- and dichloroacetamides
作者:Gisela Trenchs、Faïza Diaba
DOI:10.1039/d2ob00276k
日期:——
The first blue light-mediated synthesis of γ- and δ-lactams from trichloroacetamides is reported in the presence of fac-Ir(ppy)3 under an air atmosphere.
Selective Approach toward Multifunctionalized Lactams by Lewis Acid Promoted PhSe Group Transfer Radical Cyclization
作者:Jin-Di Yu、Wei Ding、Gao-Yan Lian、Ke-Sheng Song、Dan-Wei Zhang、Xiang Gao、Dan Yang
DOI:10.1021/jo100139u
日期:2010.5.21
We have developed a regiospecific and highly stereoselective strategy for constructing the five-/six-membered monocyclic and bicyclic nitrogen heterocycle skeletons using PhSe group transfer radical cyclization of alpha-phenylseleno amido esters promoted by a Lewis acid (e.g., Yb(OTf)(3)) under UV irradiation. We obtained 5-/6-exo-trig mode cyclization products for the N-allyl/homoallyl substrates, whereas the enamide substrate gave 5-endo-trig ring closure.
DE, KIMPE NORBERT;STANOEVA, ELENA;VERHE, ROLAND;SCHAMP, NICEAS, SYNTHESIS,(1988) N, C. 587-592