30078-92-3Relevant articles and documents
Stereoselective Cyclopropanation of 1-Azadienes with Fischer Carbene Complexes
Barluenga, Jose,Tomas, Miguel,Lopez-Pelegrin, Jose A.,Rubio, Eduardo
, p. 665 - 666 (1995)
1-Aza-1,3-dienes, including a 1-aza-1,3,5-triene, are cyclopropanated by pentacarbonyl(methoxy)phenylchromium to give trans-cyclopropaneimines stereoselectively; their transformation into cyclopropane aldehydes and five-membered heterocycles is also descr
Chemo-Enzymatic Metathesis/Aromatization Cascades for the Synthesis of Furans: Disclosing the Aromatizing Activity of Laccase/TEMPO in Oxygen-Containing Heterocycles
Risi, Caterina,Zhao, Fei,Castagnolo, Daniele
, p. 7264 - 7269 (2019/10/02)
The unprecedented Trametes versicolor laccase/TEMPO-catalyzed aromatization of 2,5-dihydrofurans to furans is described. A variety of furan derivatives have been synthesized in moderate to high conversions (21-99%) and yields (20-76%) under mild reaction
Unexpected intermolecular Pd-catalyzed cross-coupling reaction employing heteroaromatic carboxylic acids as coupling partners
Forgione, Pat,Brochu, Marie-Christine,St.-Onge, Miguel,Thesen, Kris H.,Bailey, Murray D.,Bilodeau, Francois
, p. 11350 - 11351 (2007/10/03)
Aryl-substituted five-membered heteroaromatics have attracted great interest over the past years due to their presence in a large number of pharmaceuticals and natural products. Recently, an advance in the preparation of these scaffolds was achieved by employing a C-H functionalization strategy. This method allows easy access to these biaryl motifs by precluding the necessity of preparing specific coupling partners, although poor regioselectivity is sometimes observed when more than one reactive C-H is present on the substrate. In an effort to circumvent this liability, we envisioned the use of a carboxylic acid moiety as a blocking group that could be later functionalized or removed. Remarkably, the coupling was found to occur exclusively at the position previously occupied by the acid, even in the presence of a reactive C-H group. This selective transformation was also found to proceed with other heteroaromatic carboxylic acids, allowing for the preparation of a variety of aryl-substituted heteroaromatics that would be difficult to obtain via other methods. Copyright