Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
N-methylpyrrole	dichloromethane	N Param.: 5.85 s_N Param.: 1.03	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
N-methylindole	dichloromethane	N Param.: 5.75 s_N Param.: 1.23	J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339
N-methylhydroxylamine (in MeCN)	MeCN	N Param.: 14.10 s_N Param.: 0.76	J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g
N-methylenepyrrolidin-1-amine (in CH2Cl2)	dichloromethane	N Param.: 7.84 s_N Param.: 0.89	Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092
N-methylenepyrrolidin-1-amine (in CH2Cl2)	dichloromethane	N Param.: 17.90 s_N Param.: 0.48	Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092
N-methyl-trifluoroacetamide anion (in DMSO)	DMSO	N Param.: 15.70 s_N Param.: 0.71	J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883
N-methyl-pyrrolidine (in MeCN)	MeCN	N Param.: 20.59 s_N Param.: 0.52	J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707
N-methyl-pyrrolidine (in CH2Cl2)	dichloromethane	N Param.: 20.60 s_N Param.: 0.52	J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707
N-methyl-piperidine (in MeCN)	MeCN	N Param.: 18.72 s_N Param.: 0.52	J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707
N-methyl-piperidine (in CH2Cl2)	dichloromethane	N Param.: 18.90 s_N Param.: 0.52	J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707
N-methyl-morpholine (in MeCN)	MeCN	N Param.: 16.80 s_N Param.: 0.52	J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707
N-methyl-morpholine (in CH2Cl2)	dichloromethane	N Param.: 16.50 s_N Param.: 0.52	J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707
N-methyl-glycinenitrile (in water)	water	N Param.: 13.50 s_N Param.: 0.59	J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z
N-methyl-1-phenylmethanimine (in CH2Cl2)	dichloromethane	N Param.: 8.60 s_N Param.: 0.77	Z. Naturforsch. B 2013, 68b, 693-699 10.5560/ZNB.2013-3085
n-butylamine (in MeCN)	MeCN	N Param.: 15.27 s_N Param.: 0.63	Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925
n-butyl vinyl ether	dichloromethane	N Param.: 3.76 s_N Param.: 0.91	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
N-benzyl-N-(but-1-yn-1-yl)-4-methylbenzenesulfonamide	dichloromethane	N Param.: 5.16 s_N Param.: 0.85	Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055
N-benzyl-N-((2-methoxyphenyl)ethynyl)-4-methylbenzenesulfonamide	dichloromethane	N Param.: 4.40 s_N Param.: 0.86	Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055
N-benzyl-1,4-dihydronicotineamide (in MeCN)	MeCN	N Param.: 9.80 s_N Param.: 0.70	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
N-benzyl-1,4-dihydronicotineamide (in 90W10AN)	water-MeCN mix	N Param.: 11.35 s_N Param.: 0.66	Angew. Chem. Int. Ed. 2009, 48, 1958-1961 10.1002/anie.200804263