Year-end Sale % OFF 
Abstract
Cycloalkanespirohydantoins 3 and piperidinespirohydantoins 4 were synthesized from cycloalkanones 9 and piperidones 10 under microwave-assisted conditions. Results are compared with those obtained under thermal conditions. Cycloalkanespirohydantoins 3 were N-protected with Boc group and hydrolyzed under basic conditions to obtain five, six and seven-membered ring restricted α-amino acids 12 in very good overall yields (76–94%).
Highlights
The imidazolidine-2,4-dione ring or hydantoin has been extensively studied
We report the synthesis of cycloalkanespirohydantoins 3 and piperidinespirohydantoins 4 under microwave irradiation
The same reactions under microwave irradiation gave the opposite result: higher yields were obtained with five- and six-membered cycloalkanones (77–97%), and lower yields from seven- and eight-membered cycloalkanones (50 and 85%, respectively)
Summary
The imidazolidine-2,4-dione ring or hydantoin has been extensively studied. This five-membered heterocyclic ring containing a reactive cyclic urea core is present in a wide range of biologically active compounds.[1]. For the synthesis of cylcloalkanespirohydantoins 3, the cycloalkanones 9a–f were treated with potassium cyanide and ammonium carbonate under thermal and microwave irradiation conditions (Table 1). The same reactions under microwave irradiation gave the opposite result: higher yields were obtained with five- and six-membered cycloalkanones (77–97%), and lower yields from seven- and eight-membered cycloalkanones (50 and 85%, respectively).
Sign-in/Register to view highlights & summary 
Published Version (
Free)
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
