Studies towards the synthesis of Fipronil® analogues: improved decarboxylation of α-hydrazonoacid derivatives
The Mannich reaction of hydrazones coupled with a [4+1] cycloaddition with isocyanides has been used for the synthesis of aminopyrazole analogues of Fipronil®. The starting cyanohydrazone was prepared with new experimental conditions for efficient diazonium coupling in fluorinated solvents followed...
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| Published in | Tetrahedron letters Vol. 43; no. 46; pp. 8319 - 8321 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
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Elsevier Ltd
11.11.2002
Elsevier |
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| Abstract | The Mannich reaction of hydrazones coupled with a [4+1] cycloaddition with isocyanides has been used for the synthesis of aminopyrazole analogues of Fipronil®. The starting cyanohydrazone was prepared with new experimental conditions for efficient diazonium coupling in fluorinated solvents followed by a new sodium cyanide catalysed decarboxylation.
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| AbstractList | The Mannich reaction of hydrazones coupled with a [4+1] cycloaddition with isocyanides has been used for the synthesis of aminopyrazole analogues of Fipronil(R). The starting cyanohydrazone was prepared with new experimental conditions for efficient diazonium coupling in fluorinated solvents followed by a new sodium cyanide catalysed decarboxylation. (C) 2002 Published by Elsevier Science Ltd. The Mannich reaction of hydrazones coupled with a [4+1] cycloaddition with isocyanides has been used for the synthesis of aminopyrazole analogues of Fipronil®. The starting cyanohydrazone was prepared with new experimental conditions for efficient diazonium coupling in fluorinated solvents followed by a new sodium cyanide catalysed decarboxylation. Graphic |
| ArticleNumber | 0040 |
| Author | Jana, N.K. Grimaud, L. Gadras, A. El Kaı̈m, L. Ancel, J.E. |
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| Cites_doi | 10.1039/b002750m 10.1055/s-2002-19745 10.1002/cber.19640970237 10.1016/S0040-4039(98)00955-1 |
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| References | BIB1 Atlan, El Kaı̈m, Grimaud, Jana, Majee (BIB3) 2002 Grundmann, Fulton (BIB4) 1964; 97 Atlan, Bienaymé, El Kaı̈m, Majee (BIB2) 2000 Barton, Taran (BIB5) 1998; 39 Barton, DHR (WOS:000074223200008) 1998; 39 Atlan, V (WOS:000173858700043) 2002 GRUNDMANN, C (WOS:A19648534A00016) 1964; 97 Atlan, V (WOS:000088914800013) 2000 Barton (10.1016/S0040-4039(02)01977-9_BIB5) 1998; 39 Atlan (10.1016/S0040-4039(02)01977-9_BIB3) 2002 Atlan (10.1016/S0040-4039(02)01977-9_BIB2) 2000 Grundmann (10.1016/S0040-4039(02)01977-9_BIB4) 1964; 97 |
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| Snippet | The Mannich reaction of hydrazones coupled with a [4+1] cycloaddition with isocyanides has been used for the synthesis of aminopyrazole analogues of Fipronil®.... The Mannich reaction of hydrazones coupled with a [4+1] cycloaddition with isocyanides has been used for the synthesis of aminopyrazole analogues of... |
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| Title | Studies towards the synthesis of Fipronil® analogues: improved decarboxylation of α-hydrazonoacid derivatives |
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