946161-94-0Relevant articles and documents
Visible-Light-Mediated [2+2+1] Carbocyclization Reactions of 1,7-Enynes with Bromofluoroacetate to Form Fused Monofluorinated Cyclopenta[ c]quinolin-4-ones
Li, Yongqiang,Liu, Yuxiu,Qu, Yi,Song, Hongjian,Wang, Qingmin,Xu, Wentao,Zhang, Jingjing
, p. 5379 - 5389 (2020/05/19)
Herein, we describe a new protocol for photoinduced radical [2+2+1] carbocyclization reactions of 1,7-enynes with bromofluoroacetate. These reactions, which proceed via a cascade involving fluoroalkylation, 6-exo-dig and 5-endo-trig cyclizations, H-transf
Aminoboration: Addition of B-N ? Bonds across C-C ?€ Bonds
Chong, Eugene,Blum, Suzanne A.
supporting information, p. 10144 - 10147 (2015/09/01)
This communication demonstrates the first catalytic aminoboration of C-C π bonds by B-N δ bonds and its application to the synthesis of 3-borylated indoles. The regiochemistry and broad functional group compatibility of this addition reaction enable substitution patterns that are incompatible with major competing technologies. This aminoboration reaction effects the formation of C-B and C-N bonds in a single step from aminoboronic esters, which are simple starting materials available on the gram scale. This reaction generates synthetically valuable N-heterocyclic organoboron compounds as potential building blocks for drug discovery. The working mechanistic hypothesis involves a bifunctional Lewis acid/base catalysis strategy involving the combination of a carbophilic gold cation and a trifluoroacetate anion that activate the C-C π bond and the B-N δ bond simultaneously.
