Intramolecular Aza-Anti-Michael Addition for the Synthesis of 2-Iminothiazolidines

Intramolecular Aza-Anti-Michael Addition for the Synthesis of 2-Iminothiazolidines

Ferreira*, Misael; Sá, Marcus Mandolesi

Abstract:

Allylic bromides 1 (derived from the Morita- Baylis-Hillman adducts) are versatile intermediates for the preparation of cyclic compounds. In addition, substituted thioureas 2 are widely used in reactions with molecules having more than one electrophilic center allowing the synthesis of heterocycles with biological properties. As part of our research interest in synthetic transformations involving allylic bromides 1 with ambident compounds, herein we report the intramolecular aza-anti-Michael reaction of allylic bromides 1 with thioureas 3 as a new methodology for the synthesis of 2-iminothiazolidine derivatives.

Allylic bromides 1 (derived from the Morita- Baylis-Hillman adducts) are versatile intermediates for the preparation of cyclic compounds. In addition, substituted thioureas 2 are widely used in reactions with molecules having more than one electrophilic center allowing the synthesis of heterocycles with biological properties. As part of our research interest in synthetic transformations involving allylic bromides 1 with ambident compounds, herein we report the intramolecular aza-anti-Michael reaction of allylic bromides 1 with thioureas 3 as a new methodology for the synthesis of 2-iminothiazolidine derivatives.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_2013819173959

Referências bibliográficas

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Como citar:

Ferreira*, Misael; Sá, Marcus Mandolesi; "Intramolecular Aza-Anti-Michael Addition for the Synthesis of 2-Iminothiazolidines", p-179-179. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_2013819173959