TY - JOUR
T1 - Iminoiodane- and Brønsted base-mediated cross dehydrogenative coupling of cyclic ethers with 1,3-dicarbonyl compounds
AU - Tejo, Ciputra
AU - Sim, Xiao Rong
AU - Lee, Bo Ra
AU - Ayers, Benjamin James
AU - Leung, Chung Hang
AU - Ma, Dik Lung
AU - Chan, Philip Wai Hong
N1 - This work was supported by Start-Up Grants from the School of Chemistry, Monash University, and Department of Chemistry, University of Warwick, and a Tier 1 Grant (MOE2013-T1-002-035) from the Ministry of Education of Singapore.
Publisher Copyright:
© 2015 by the Authors; licensee MDPI.
PY - 2015/7/1
Y1 - 2015/7/1
N2 - A one-pot, two-step approach to prepare 2-tetrahydrofuran and -pyran substituted 1,3-dicarbonyl compounds by PhI=NTs-mediated amination/Brønsted base-catalyzed cross dehydrogenative coupling (CDC) reaction of the cyclic ether and 1,3-dicarbonyl derivative under mild conditions is reported. The reaction is compatible with a variety of cyclic ethers and 1,3-dicarbonyl compounds, affording the corresponding coupled products in moderate to good yields of up to 80% over two steps.
AB - A one-pot, two-step approach to prepare 2-tetrahydrofuran and -pyran substituted 1,3-dicarbonyl compounds by PhI=NTs-mediated amination/Brønsted base-catalyzed cross dehydrogenative coupling (CDC) reaction of the cyclic ether and 1,3-dicarbonyl derivative under mild conditions is reported. The reaction is compatible with a variety of cyclic ethers and 1,3-dicarbonyl compounds, affording the corresponding coupled products in moderate to good yields of up to 80% over two steps.
KW - 1,3-dicarbonyl compounds
KW - C-C bond formation
KW - Cross dehydrogenation coupling
KW - Iminoiodanes
KW - Metal-free catalysis
UR - https://www.scopus.com/pages/publications/84938499540
U2 - 10.3390/molecules200713336
DO - 10.3390/molecules200713336
M3 - Journal article
C2 - 26205058
AN - SCOPUS:84938499540
SN - 1420-3049
VL - 20
SP - 13336
EP - 13353
JO - Molecules
JF - Molecules
IS - 7
ER -