1407997-39-0Relevant academic research and scientific papers
CeCl3·7H2O catalyzed C-C and C-N bond-forming cascade cyclization with subsequent side-chain functionalization and rearrangement: A domino approach to pentasubstituted pyrrole analogues
Dhara, Dipankar,Gayen, Krishnanka S.,Khamarui, Saikat,Pandit, Palash,Ghosh, Sukla,Maiti, Dilip K.
, p. 10441 - 10449 (2013/01/15)
CeCl3·7H2O is found as an efficient catalyst for new intermolecular domino reactions of three-, four- and seven-component assemblies of common precursors under benign reaction conditions. Generation of enaminioesters from β-keto esters and primary amines, activation of their allylic sp3 C-H, vinylic sp2 C-H and N-H bonds, multi C-C and C-N bond-forming cascade cyclization with 1,2-diketones and subsequent side-chain alkylation have been developed to construct functionalized pentasubstituted pyrroles and their chiral analogues. The scope of the domino reaction is successfully explored toward synthesis of highly aryl-substituted pyrroles, pentasubstituted pyrroles bearing C2-olefinic side-chain and spiro-2-pyrrolinones and their chiral analogues via unusual side-chain amination, elimination and ring contraction. The new domino reaction is operationally simple, robust, substrate specific, selective and high yielding.
