1071846-01-9Relevant articles and documents
An Efficient Copper-catalyzed Nucleophilic Addition to N-Acyliminium Ions Derived from N-Benzyloxycarbonylamino Sulfones: A Novel Approach to C-3 Functionalization of 2-Phenylimidazo[1,2-a]pyridine
Park, Hyeong Jin,Jun, Jong-Gab
, p. 1123 - 1128 (2017/09/19)
A general and efficient method for C-3 functionalization of 2-phenylimidazo[1,2-a]pyridine has been developed. The reaction employs Cu(OTf)2 as a catalyst at 10 mol% loading, proceeds in dimethyl sulfoxide solvent, and utilizes bench-stable sol
Leaving group and regioselectivity switches in the aminoalkylation reaction of indoles and related heterocycles with α-amido sulfones
Blay, Gonzalo,Giron, Rosa M.,Montesinos-Magraner, Marc,Pedro, Jose R.
supporting information, p. 3885 - 3895 (2013/07/19)
The regioselective aminoalkylation of indoles and related heterocycles with α-amido sulfones under basic conditions has been studied. The reaction that employed the MeMgBr/MgBr2 system provided high yields of 3-(1-carbamoylalkyl)indoles. On the other hand, the reaction that used Cs 2CO3 afforded 1-(1-carbamoylalkyl)indoles exclusively in high yields. The first reaction constitutes a switch of the leaving group of the α-amido sulfone in comparison to previously reported reactions between indoles and α-amido sulfones, which provided 3-(1-arylsulfonylalkyl) indoles. The second reaction constitutes a switch in the regioselectivity. The extensions of these C- and N-aminoalkylations starting from pyrroles and 7-azaindole have also been studied. Structurally diverse aminoalkylated indoles, pyrroles, and 7-azaindoles were obtained with excellent yield in most of the cases. The regioselective aminoalkylation of indoles and heterocycles with α-amido sulfones under basic conditions is described. The reaction with MeMgBr/MgBr2 gives 3-(1-carbamoylalkyl)indoles, whereas employing Cs2CO3 yields 1-(1-carbamoylalkyl)indoles. The first case presents a switch of the leaving group of the α-amido sulfone, whereas the second demonstrates a switch in the regioselectivity. Copyright
Regioselective arylations of α-amido sulfones with electron-rich arenes through friedel-crafts alkylations catalyzed by ferric chloride hexahydrate: Synthesis of unsymmetrical and bis-symmetrical triarylmethanes
Thirupathi, Ponnaboina,Kim, Sung Soo
supporting information; experimental part, p. 1798 - 1808 (2010/06/15)
Ferric chloride hexahydrate is a highly efficient catalyst for the regioselective arylation of α-amido sulfones. The products undergo further Friedel-Crafts alkylations with heteroaromatic or electron-rich arenes to afford unsymmetrical or bis-symmetrical
A mild and efficient catalytic mannich-type reaction as a simple access to N -benzyloxycarbonyl -amino ketones
Das, Biswanath,Reddy, Gandolla Chinna,Balasubramanyam, Penagaluri,Veeranjaneyulu, Boyapati
scheme or table, p. 2057 - 2062 (2010/08/13)
N-Benzyloxycarbonylamino sulfones react with aromatic ketones in the presence of catalytic amount of boron trifluoride-diethyl ether at room temperature to afford the corresponding protected β-amino ketones in high yields (71-87%). Georg Thieme Verlag Stu
