DBFOX-Ph/metal complexes: Evaluation as catalysts for enantioselective fluorination of 3-(2-arylacetyl)-2-thiazolidinones
DBFOX-Ph/metal complexes: Evaluation as catalysts for enantioselective fluorination of 3-(2-arylacetyl)-2-thiazolidinones
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DOI：
10.3762/bjoc.4.16
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发表时间：
2008-05
影响因子：
2.7
通讯作者：
Takehisa Ishimaru;N. Shibata;D. S. Reddy;T. Horikawa;Shuichi Nakamura;T. Toru
中科院分区：
文献类型：
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作者：
Takehisa Ishimaru;N. Shibata;D. S. Reddy;T. Horikawa;Shuichi Nakamura;T. Toru
研究了DBFOX-Ph/金属配合物在不同条件下催化3-（2-芳基乙酰基）-2-噻唑烷酮1与n -氟苯磺酰亚胺（NFSI）的对映选择性氟化反应。通过对金属盐、溶剂和添加剂的优化，发现在DBFOX-Ph （11 mol%）、Ni(ClO4)2·6H2O （10 mol%）和2,6-lutidine（0或1.0等量）存在的CH2Cl2中进行反应时，得到了中高收率的氟-2-噻唑烷酮2，其对映选择性可达78%。
We examined the catalytic enantioselective fluorination of 3-(2-arylacetyl)-2-thiazolidinones 1 with N-fluorobenzenesulfonimide (NFSI) by DBFOX-Ph/metal complexes under a variety of conditions. After optimization of the metal salts, solvents and additives, we found that the fluoro-2-thiazolidinones 2 were obtained in good to high yields with moderate to good enantioselectivities (up to 78% ee) when the reaction was carried out in the presence of DBFOX-Ph (11 mol%), Ni(ClO4)2·6H2O (10 mol%) and 2,6-lutidine (0 or 1.0 equiv) in CH2Cl2.