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. Author manuscript; available in PMC: 2015 Mar 6.
Published in final edited form as: Chemistry. 2013 Sep 3;19(39):12953–12958. doi: 10.1002/chem.201301731

Table 4.

[CoII(Por)]-catalysed amide/ester synthesis using N-tosylhydrazone sodium salt and different nucleophiles.[a]

graphic file with name nihms667899t4.jpg
Entry R R′ NuH Yield [%][b]
1 Ph H PhNH2 75 (7a)
2 Ph H p-MeOC6H4NH2 79 (7b)
3 Ph H p-NO2C6H4NH2 72 (7c)
4 Ph H PhCH2NH2 75 (7d)
5 Ph H Ph2NH 79 (7e)
6 Ph H nBuNH2 75 (7f)
7 Ph H Morpholine 77 (7g)
8 Ph H Ph(CH 2)3OH 65 (7h)
9 p-MeC6H4 H PhNH2 82 (7i)
10 o-MeC6H4 H PhNH2 75 (7j)
11 p-ClC6H4 H PhNH2 72 (7k)
12 p-MeOC6H4 H PhNH2 80 (7l)
13 2-naph H PhNH2 77 (7m)
14 Ph CH3 PhNH2 56 (7n)
15 PhCH=CH H PhNH2 65 (7o)
[a]

Stoichiometry N-Tosylhydrazone:NuH = 1:3, PTA used.

[b]

Isolated yields after column chromatography.