Organic & Biomolecular Chemistry
Communication
Table 3 Microwave assisted click-cycloaddition reaction protocola
Acknowledgements
Financial support from CONACYT (167092) is gratefully
acknowledged. We thank R. Patiño, A. Peña, R. Gabiño,
E. Huerta, I. Chavez, H. García-Rios, L. Velasco, and J. Pérez,
and A. Toscano and S. Hernandez-Ortega for technical support
(Instituto de Química UNAM).
Notes and references
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a Conditions: 1 eq. Ugi adduct, 1 eq. DBU, 0.4 eq. CuBr in toluene
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Conclusions
In conclusion, we have achieved a practical synthesis of novel
tryptamine-based macrocycles using an Ugi 4-CR/click-cyclo-
addition sequential reaction protocol. The main features of the
macrocyclic scaffolds are a peptoid moiety, a 1,3-substituted
indole nucleus, and a triazole ring. The present protocol
offered the opportunity to explore structural diversity by vari-
ation of the isonitriles and carboxylic acids in the four-com-
ponent set in the Ugi reaction, and leaves room for further
exploration of structural and biological functional diversity in
these novel macrocyclic scaffolds.
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