1380546-52-0Relevant articles and documents
One-Pot Synthesis of Fused N,O-Heterocycles through Rh(III)-Catalyzed Cascade Reactions of Aromatic/Vinylic N-Alkoxy- Amides with 4-Hydroxy-2-Alkynoates
Xu, Yuanshuang,Li, Bin,Zhang, Xinying,Fan, Xuesen
supporting information, p. 2613 - 2620 (2018/04/30)
A highly efficient and regioselective synthesis of furo[3,4-c]isoquinoline-1,5(3H,4H)-diones and furo[3,4-b]pyridine-2,5(1H,7H)-diones via Rh(III)-catalyzed one-pot cascade reactions of aromatic/vinylic N-alkoxyamides with 4-hydroxy-2-alkynoates is presented. Mechanistically, the formation of the title compounds is triggered by a Rh(III)-catalyzed inert C(sp2)?H bond activation of the amide substrate followed by its [4+2] annulation and lactonization with 4-hydroxy-2-alkynoate featuring with an oxidizing and partially traceless directing group. To the best of our knowledge, this is the first example in which both the furan-2(5H)-one and the pyridin-2(1H)-one scaffolds are constructed in one pot under one set of reaction conditions. Compared with literature methods, notable features of this new protocol include facile formation of bis-heterocyclic scaffolds from readily available acyclic substrates, broad substrate scope with good tolerance of a wide range of functional groups, excellent regioselectivity and high efficiency. (Figure presented.).
Ruthenium(II)-Catalyzed C-H Functionalizations with Allenes: Versatile Allenylations and Allylations
Nakanowatari, Sachiyo,Ackermann, Lutz
supporting information, p. 16246 - 16251 (2015/11/03)
Ruthenium(II)-catalyzed direct C-H functionalization of aromatic compounds with allenes was achieved under exceedingly mild reaction conditions to yield trisubstituted allenes. The reactions of N-methoxybenzamides proceeded smoothly in an isohypsic fashio
Rh-catalyzed oxidizing group-directed ortho C-H vinylation of arenes by vinylstannanes
Prakash, Sekar,Muralirajan, Krishnamoorthy,Cheng, Chien-Hong
, p. 13362 - 13364 (2015/08/24)
An efficient method for the synthesis of functionalized vinyl arenes from the reaction of N-methoxybenzamides or N-phenoxyacetamides with vinylstannanes via rhodium(III)-catalyzed C-H activation is described. The application of the methodology for the synthesis of a natural product thalactamine and a 7-membered ring oxepine are also demonstrated.