TY - DATA T1 - Cascade Radical Cyclization of N‑Propargylindoles: Substituents Dictate Stereoselective Formation of N‑Fused Indolines versus Indoles PY - 2017/09/13 AU - Santosh J. Gharpure AU - Yogesh G. Shelke UR - https://acs.figshare.com/articles/journal_contribution/Cascade_Radical_Cyclization_of_i_N_i_Propargylindoles_Substituents_Dictate_Stereoselective_Formation_of_i_N_i_Fused_Indolines_versus_Indoles/5404168 DO - 10.1021/acs.orglett.7b02005.s001 L4 - https://ndownloader.figshare.com/files/9310048 KW - propargylic carbon KW - sulfide functionality KW - indole KW - cyclization KW - nature KW - Substituents Dictate Stereoselective Formation KW - one-pot route KW - cascade Radical Cyclization N2 - An efficient protocol for the synthesis of pyrrolo­[1,2-a]­indole derivatives having sulfide functionality using cascade radical cyclization on propargylindole is described. The nature of the substituents at the propargylic carbon bearing nitrogen of the indole has a profound effect on the rate, yield, and nature of the product obtained by the cascade radical cyclization. An expeditious one-pot route for cascade radical cyclization–desulfurization is also presented. Products obtained were elaborated to the core of the putative structure of the yuremamine and indoline derivative with five contiguous stereocenters. ER -