Microwave-Assisted Synthesis of Spiro(cycloalkane thiazolo-s-tetrazine)

Abstract

Microwave irradiation of cyclic ketones with thiocarbohydrazide furnish the corresponding s-tetrazine derivatives 1a–d, which upon irradiation with chloroacetic acid and sodium acetate in acetic acid, give the corresponding thiazolidinone derivatives 2a–d. These derivatives 2a–d upon condensation with benzaldehyde afford the benzylidine derivatives 3a–d. The s-tetrazine derivatives 1a–d and 1,2-dibromoethane upon irradiation gives the thiazolo-s-tetrazine derivatives 4a–d. The structures of 1–4 were established by IR, ¹H NMR, and ¹³C NMR data.

Keywords:

• Irradiation
• microwave assisted
• spiro
• tetrazine

The authors thank to the Department of Science & Technology, Govt. of India, and University Grant Commission, New Delhi, for FIST and DRS support. One of the authors (A.P.) thanks Sambalpur University for the Sir J.J. Ghandy fellowship.

Notes

^aRef. ²⁹

^bRef. ²⁴

^cRef. ²⁶

^dRef. ²⁷

^eRef. ²⁵