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Type |
Poster Presentation |
Area |
Organic Chemistry |
Room No. |
Exhibition Hall 2+3 |
Time |
10월 20일 (금요일) 13:00~14:30 |
Code |
ORGN.P-247 |
Subject |
Synthesis of Multisubstituted Allenes, Furans, and Pyrroles via Tandem Palladium-Catalyzed Substitution and Cycloisomerization |
Authors |
Da-Hye Jeon, Gi Hoon Ko, Phil Ho Lee* Department of Chemistry, Kangwon National University, 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 Human Resource Training Program for Regional Innovation and Creativity through the Ministry of Education and National Research Foundation of Korea (NRF-2015H1C1A1035955)
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E-mail |
daaah_v@naver.com |
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