The Mannich reaction of hydrazones: improved reactivity under solvent-free conditions
The Mannich reaction of hydrazones can be performed without solvent by simply mixing the hydrazone with two to three equivalents of a secondary amine and formaldehyde. Best yields and conditions are obtained with -nitro substituted arylhydrazones. These conditions allow the efficient coupling of sim...
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Published in | Green chemistry : an international journal and green chemistry resource : GC Vol. 5; no. 4; pp. 477 - 479 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
01.01.2003
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Online Access | Get full text |
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Abstract | The Mannich reaction of hydrazones can be performed without solvent by simply mixing the hydrazone with two to three equivalents of a secondary amine and formaldehyde. Best yields and conditions are obtained with -nitro substituted arylhydrazones. These conditions allow the efficient coupling of simple hydrazones that failed to react in toluene or ethanol solutions. |
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AbstractList | The Mannich reaction of hydrazones can be performed without solvent by simply mixing the hydrazone with two to three equivalents of a secondary amine and formaldehyde. Best yields and conditions are obtained with -nitro substituted arylhydrazones. These conditions allow the efficient coupling of simple hydrazones that failed to react in toluene or ethanol solutions. |
Author | Gautier, L. Harwood, L. M. Grimaud, L. Kaïm, L. El Michaut, V. |
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CitedBy_id | crossref_primary_10_1016_j_ejmech_2017_04_021 crossref_primary_10_4155_fmc_2023_0280 crossref_primary_10_1039_C6CC08171A crossref_primary_10_1039_C5RA12715G crossref_primary_10_1039_D2QO01186G crossref_primary_10_1039_c2ra01056a crossref_primary_10_1039_C3RA46643D crossref_primary_10_1016_j_tetlet_2010_09_098 crossref_primary_10_1039_C7OB02840G crossref_primary_10_14233_ajchem_2019_21975 crossref_primary_10_1002_ejoc_201300787 crossref_primary_10_1039_C5RA16386B crossref_primary_10_1016_j_saa_2011_11_057 crossref_primary_10_1021_acs_orglett_2c01409 |
Cites_doi | 10.1016/S0040-4020(01)00340-4 10.1039/b108851n 10.1002/1521-3765(20010716)7:14<2972::AID-CHEM2972>3.0.CO;2-Z 10.1002/jlac.19576050121 10.1039/b002750m 10.1016/S0040-4039(02)01977-9 10.1002/cber.18870200283 10.1021/ja0172518 10.1021/jo0101205 10.1039/b111515d 10.1055/s-2002-19745 |
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References | Hoz (B306242B-(cit1e)/*[position()=1]) 2001; 57 Atlan (B306242B-(cit3)/*[position()=1]) 2002 Cimarelli (B306242B-(cit1d)/*[position()=1]) 2001; 66 Atlan (B306242B-(cit2)/*[position()=1]) 2000 Long (B306242B-(cit1c)/*[position()=1]) .2002; 124 Japp (B306242B-(cit6)/*[position()=1]) 1887; 20 Ried (B306242B-(cit5)/*[position()=1]) 1957; 605 Ancel (B306242B-(cit4)/*[position()=1]) 2002 Thomas (B306242B-(cit1f)/*[position()=1]) 2001; 7 Li (B306242B-(cit1b)/*[position()=1]) 2002 Balema (B306242B-(cit1a)/*[position()=1]) 2002 |
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