1276031-07-2Relevant articles and documents
Base-mediated regio- and stereoselective intermolecular addition of alkynes to N-heterocycles
Verma, Akhilesh Kumar,Joshi, Megha,Singh, Ved Prakash
supporting information; experimental part, p. 1630 - 1633 (2011/05/03)
The regio- and stereoselective addition of N-heterocycles to alkynes using KOH is reported. Formation of (Z)-isomers and their conversion to (E)-products were found to be dependent upon time as well as the choice of base. Selective attack of N-heterocycles on a more electrophilic alkynyl carbon was supported by DFT calculations, and the stereochemistry of the products was established by X-ray crystallographic studies and intramolecular cyclization of ortho-haloalkynes in indolo-[2,1-a]isoquinolines.