Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes.

• Main Author: Koh, Chii Boon.
• Other Authors: Philip Wai Hong Chan
• Format: Final Year Project
• Language: English
• Published: 2010
• Subjects: DRNTU::Science::Chemistry::Organic chemistry
• Online Access: http://hdl.handle.net/10356/40106
• Institution: Nanyang Technological University

A concise, asymmetric synthesis of substituted 3-pyrrolines from the corresponding amino-homoallylic alcohols derived from amino acids is described. The key step is an intramolecular hydroamination reaction catalyzed by copper(II) triflate. The 3-pyrroline products were obtained in moderate to good...