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Synthesis of carbodiimides

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An I2/CHP-mediated cross-coupling reaction of isocyanides with readily accessible amines gives carbodiimides in good yields. This metal-free strategy for coupling of isocyanides with amines provides an efficient approach for symmetric and unsymmetric functionalized carbodiimide derivative synthesis under mild conditions.
T.-H. Zhu, S.-Y. Wang, Y.-Q. Tao, S.-J. Ji, Org. Lett., 2015, 17, 1974-1977.


An efficient and mild oxidative desulfurization procedure using o-iodoxybenzoic acid enables the synthesis of carbodiimides starting from easily available 1,3-disubstituted thioureas.
P. S. Chaudhari, P. S. Dangate, K. G. Akamanchi, Synlett, 2010, 3065-3067.


Dehydrosulfurization using a hypervalent iodine(III) reagent enables a simple and efficient preparation of symmetrical and unsymmetrical carbodiimides from the corresponding thioureas. The oxidation afforded carbodiimides in excellent yields and high selectivity. A possible mechanism for the transformation is proposed.
C. Zhu, D. Xu, Y. Wei, Synthesis, 2011, 711-714.