Variable-Sized bis(4-spiro-fused-β-lactam)-Based Unsaturated Macrocycles: Synthesis and Characterization

Asaad S Mohamed; Fatma H Al-Awadhi; Nouria A Al-Awadi

doi:10.1021/acsomega.2c05212

Variable-Sized bis(4-spiro-fused-β-lactam)-Based Unsaturated Macrocycles: Synthesis and Characterization

ACS Omega. 2022 Oct 4;7(41):36795-36803. doi: 10.1021/acsomega.2c05212. eCollection 2022 Oct 18.

Authors

Asaad S Mohamed¹, Fatma H Al-Awadhi², Nouria A Al-Awadi¹

Affiliations

¹ Department of Chemistry, Faculty of Science, Kuwait University, P.O. Box 5969, Safat 13060, Kuwait.
² Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Kuwait University, Safat 13060, Kuwait.

Abstract

The synthesis with structural identifications including NMR and HRMS spectral data along with single-crystal X-ray diffraction analysis (for 20b, 23b, 25b-27b) of a family of 14 new syn/anti bis-4-spiro-β-lactam-based unsaturated macrocycles (19a,b-27a,b), obtained by multistep synthesis including (i) diimine formation, (ii) Staudinger [2 + 2] ketene-imine cycloaddition, and (iii) ring-closing metathesis (RCM), is reported.