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. Author manuscript; available in PMC: 2010 Aug 6.
Published in final edited form as: Org Lett. 2009 Aug 6;11(15):3514–3517. doi: 10.1021/ol901370y

Table 2.

Three component coupling reactions of amines with succinic thioanhydride and isocyanates or isothiocyanates

graphic file with name nihms132632t21.jpg
RNH2 R1NC=X base product yield
1 Ph(CH2)2NH2 PhNC=O i-Pr2NEt Ph(CH2)2NHCO(CH2)2CONHPh, 20 90%
2 Ph(CH2)2NH2 C6H13NC=O i-Pr2NEt Ph(CH2)2NHCO(CH2)2CONHC6H13, 21 96%
3 PhNH2 C6H13NC=O sym-collidine PhNHCO(CH2)2CONHC6H13, 22 66%
4 PhNH2 graphic file with name nihms132632t22.jpg i-Pr2NEt graphic file with name nihms132632t23.jpg 30%
5 PhNH2 graphic file with name nihms132632t24.jpg i-Pr2NEt graphic file with name nihms132632t25.jpg 27%