Date of Graduation
Eberly College of Arts and Sciences
Bjorn C. G. Soderberg
Robert K. Griffith
John H. Penn
Jeffrey L. Petersen
Kung K. Wang
Palladium-catalyzed reductive N-heteroannulation of ortho-nitrostyrenes has become a synthetically useful method for the construction of indoles and indole-based heterocycles. Soderberg's elaboration of this methodology has been utilized in the synthesis of indoles and quinolines from a common precursor. The same protocol has also been employed in the synthesis of the indole alkaloid Salviadione. A systematic investigation of chemoselectivity in Kosugi-Migita-Stille coupling reactions provided the basis for the synthesis of isomeric pyrroloindoles through palladium-catalyzed reductive double N-heteroannulation of dinitro-dialkenyl benzenes.
Cummings, Matthew Marshall, "A base modulated synthesis of indoles and quinolines, an expedient synthesis of salviadione, and chemoselective couplings en route to indoles and pyrroloindoles" (2013). Graduate Theses, Dissertations, and Problem Reports. 388.