119th General Meeting of the KCS

Type Poster Presentation
Area 유기화학
Room No. 포스터발표장
Time 4월 20일 (목요일) 11:00~12:30
Code ORGN.P-230
Subject Synthesis of Multisubstituted Allenes, Furans, and Pyrroles via Tandem Pd-Catalyzed Substitution and Cycloisomerization
Authors 고기훈, 한상훈, 이필호*
강원대학교 화학과, Korea
Abstract

Recently, an efficient synthetic method towards multisubstituted furans and pyrroles bearing hetero-substituents was reported through metal-catalyzed 1,2-shifts of diverse migrating groups in allenyl systems. However, the introduction of a wide variety of substituents at the 4-position of furans and pyrroles is impossible due to requirement of [1,3]-H shift in these methods. Therefore, the development of an efficient synthetic method for multisubstituted furans and pyrroles bearing 3-heteroatom substituents as well as substituents at the 4-position has been a continuing challenge. Herein, we report Pd-catalyzed propargyl substitution reactions of propargyl acetates with indium organothiolates for the synthesis of multisubstituted allenyl sulfides. This procedure employed tandem Pd-catalyzed propargyl substitution and cycloisomerization reactions from indium organothiolates and propargyl acetates bearing acyl and imidoyl groups for the synthesis of multisubstituted furans and pyrroles in one-pot. This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIP) (2011-0018355), 2015H1C1A1035955.

E-mail skschlrh20@naver.com