Regioselective addition reactions of 3-phenylsulfonyl-2-trifluoromethyl-1,3-butadiene with nucleophiles
Yang, E; Jeon, S; Jeong, InH
| HERO ID | 4722919 |
|---|---|
| In Press | No |
| Year | 2012 |
| Title | Regioselective addition reactions of 3-phenylsulfonyl-2-trifluoromethyl-1,3-butadiene with nucleophiles |
| Authors | Yang, E; Jeon, S; Jeong, InH |
| Journal | Journal of Fluorine Chemistry |
| Volume | 143 |
| Page Numbers | 198-203 |
| Abstract | Reactions of 3-phenylsulfonyl-2-trifluoromethyl-1,3-butadiene (1) with heteroatom nucleophiles such as pri-amines, pri-alcohols, and thiols afforded the addition products 2, 3, and 5 regioselectively formed via addition of nucleophiles toward double bond attaching phenylsulfonyl group. Cyclization of 2a in 2,2,2-trifluoroethanol at 60 degrees C for 2 h gave pyrrolidine 4a in good yield. Similarly, compound 1 was also reacted with diethylmalonate in the presence of NaH to give addition product 7 in good yield. (C) 2012 Elsevier B.V. All rights reserved. |
| Doi | 10.1016/j.jfluchem.2012.06.014 |
| Wosid | WOS:000310942000020 |
| Url | http://www.sciencedirect.com/science/article/pii/S0022113912002023 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Keyword | 3-Phenylsulfonyl-2-trifluoromethyl-1,3-butadiene; Heteroatom nucleophiles; Carbon nucleophiles; Regioselective nucleophilic addition reaction |