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| Title: | Regioselective Synthesis of 2-Amino-isophthalonitriles through a Ring Transformation Strategy |
| Authors: | Singh, Fateh V
Kumar, Vijay
Kumar, Brijesh
Goel, Atul |
| Keywords: | Isophthalonitrile
benzene
biaryl
lactone
2H-pyran-2-one
malononitrile |
| Issue Date: | 2007 |
| Citation: | Tetrahedron(2007), 63, 10971-78 |
| Series/Report no.: | C.D.R.I. Communication No 7253 |
| Abstract: | An expeditious synthesis of several 2-amino-isophthalonitriles and their biaryl compounds is described and illustrated by carbanion-induced ring transformation of functionalized 2H-pyran-2-ones with malononitrile in excellent yields. The strength of the reaction lies in the creation of an aromatic ring at room temperature from six membered-lactones under mild reaction conditions. This approach is an alternative to Diels-Alder reactions of 2H-pyran-2-ones with dienophiles, which require forcing thermal conditions to obtain benzene derivatives. |
| URI: | http://hdl.handle.net/123456789/32 |
| Appears in Collections: | Medicinal and Process Chemistry
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Files in This Item:
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| Goel-TET-2007-63-10971.pdf | | 177Kb | Adobe PDF | View/Open |
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