19093-63-1

Upstream product

• 70460-19-4 3'-nitroflavone 
• 533-58-4 2-Iodophenol 
• 201230-82-2 carbon monoxide 
• 54060-30-9 3-acetylenephenylamine 
• 109899-85-6 1-(2-hydroxyphenyl)-3-(3-nitrophenyl)propane-1,3-dione 

Downstream Products

• 1356491-12-7 dimethyl (3RS,4SR)-1-[3-(4-oxo-4H-chromen-2-yl)phenyl]pyrrolidine-3,4-dicarboxylate 
• 1356491-39-8 dimethyl 1-[3-(4-oxo-4H-chromen-2-yl)phenyl]-1H-pyrrole-3,4-dicarboxylate 
• 1356490-76-0 2-{[3-(4-oxo-4H-chromen-2-yl)phenyl]amino}acetic acid 

Relevant academic research and scientific papers

Divergent synthesis of flavones and aurones via base-controlled regioselective palladium catalyzed carbonylative cyclization

A regioselective approach for construction of 5-membered and 6-membered flavonoid is established by Pd catalyzed carbonylative cyclization of 2-iodophenol with terminal alkynes using different amine bases under mild reaction condition. The catalytic experiments found that piperazine preferentially accelerate 6-endo cyclization, and triethylamine mediated Pd catalyzed 5-exo cyclization. Under optimized reaction condition, Pd catalyzed carbonylative protocol successfully applied for the diverse structures of 39 examples in good to excellent yield and regioselectivity.

Pd-carbene catalyzed carbonylation reactions of aryl iodides

A series of carbene complexes [PdBr2(iPr 2-bimy)L] (C2-C13) with different types of co-ligands (L) have been tested for their catalytic activities in the carbonylative annulation of 2-iodophenol with phenylacetylene in DMF to afford the respective flavone 2a. Complex C12 with an N-phenylimidazole co-ligand showed the best activity and also afforded high yields when the substrate scope was extended to other aryl or pyridyl acetylenes. In addition, catalyst C12 was also efficient in the carbonylative annulation of 2-iodoaniline with acid chlorides giving the desirable 2-substituted 4H-3,1-benzoxazin-4-ones (4) in good yields. Additionally, this Pd-NHC complex also proved to be a very efficient catalyst for the hydroxycarbonylation of iodobenzene derivatives at low catalyst loading and under low CO pressure. These results demonstrate the versatility and efficiency of this phosphine-free Pd(ii)-NHC complex in different types of carbonylations of aryl iodides under mild conditions. The Royal Society of Chemistry 2011.

Synthesis and structure elucidation of five series of aminoflavones using 1D and 2D NMR spectroscopy

Twenty-six new aminoflavones have been synthesised by two different methods and the structure elucidation was accomplished using extensive 1D ( 1H, 13C) and 2D NMR spectroscopic studies (COSY, HSQC and HMBC experiments). Copyright