Nucleophiles
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| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| 4-(dimethylamino)pyridine (in THF)   | THF | N Param.: 15.90sN Param.: 0.66 |    | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 | 
| (S)-2-(pyrrolidin-2-ylmethyl)isoindoline-1,3-dione   | MeCN | N Param.: 15.90sN Param.: 0.77 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| Me2S=CH-CO2Et (in DMSO)   | DMSO | N Param.: 15.85sN Param.: 0.61 |    | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | 
| anion of ethyl 2-cyano-2-phenylacetate (in DMSO)   | DMSO | N Param.: 15.85sN Param.: 1.04 |    | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 | 
| ISeU5 (in MeCN)   | MeCN | N Param.: 15.84sN Param.: 0.57 |    | Angew. Chem. Int. Ed. 2025, , in print 10.1002/anie.202514865 | 
| o-nitrophenolate (in MeCN)   | MeCN | N Param.: 15.83sN Param.: 0.80 |    | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | 
| trifluoroacetamide anion (in DMSO)   | DMSO | N Param.: 15.81sN Param.: 0.64 |    | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | 
| 4-(dimethylamino)pyridine (in CH2Cl2)   | dichloromethane | N Param.: 15.80sN Param.: 0.66 |    | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 | 
| methanolate (in methanol)   | MeOH | N Param.: 15.78sN Param.: 0.56 |    | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 | 
| ethanolate (in ethanol)   | EtOH | N Param.: 15.78sN Param.: 0.65 |    | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 | 
| n-propylamine (in DMSO)   | DMSO | N Param.: 15.70sN Param.: 0.64 |    | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y | 
| N-methyl-trifluoroacetamide anion (in DMSO)   | DMSO | N Param.: 15.70sN Param.: 0.71 |    | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | 
| 1-methyl-2-phenylpyrrolidine (in MeCN)   | MeCN | N Param.: 15.70sN Param.: 0.54 |    | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | 
| N',N'-dimethylformohydrazide (in MeCN)   | MeCN | N Param.: 15.69sN Param.: 0.51 |    | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g | 
| (4-Me2N-C6H4)-(CO)-CH=SMe2 (in DMSO)   | DMSO | N Param.: 15.68sN Param.: 0.65 |    | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | 
| bis(phenylsulfonyl)methanide (in DMSO)   | DMSO | N Param.: 15.68sN Param.: 0.74 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| 2-(naphthylmethyl)quinuclidine (in MeCN)   | MeCN | N Param.: 15.66sN Param.: 0.62 |    | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w | 
| morpholine (in MeCN)   | MeCN | N Param.: 15.65sN Param.: 0.74 |    | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | 
| MeO-Breslow 1e   | THF | N Param.: 15.65sN Param.: 0.52 |    | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 | 
| piperidine (in 91M9AN)   | MeOH-MeCN mix | N Param.: 15.63sN Param.: 0.64 |    | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 | 
