Journal of the Chemical Society. Perkin transactions I p. 877 - 884 (1987)
Update date:2022-08-03
Topics:
Lawton, Geoffrey
Moody, Christopher J.
Pearson, Christopher J.
Irradiation of 4-diazopyrazolidine-3,5-diones (11) in the presence of alcohols, diethylamine, or water gives 1,2-diazetidinones (12) formed by photochemical Wolff rearrangement with ring contraction followed by reaction of the resulting ketene with the nucleophile.In the case of the bicyclic diazo compound (11d) a fragmentation reaction competes with ring contraction.The aza-β-lactams (12) show the expected high frequency carbonyl stretch in their i.r. spectra.The acid (12e) readily decarboxylates to give the 4-unsubstituted 1,2-dibenzyldiazetidinone (28), the four-membered ring of which is cleaved by alkaline hydrolysis, lithium aluminium hydride or diborane to give (29), (30), and (31), respectively (Scheme 9).Attempts to modify the carboxy substituent of (12e) into an acylamino group were unsuccessful.
View MoreContact:+86-22-83718541
Address:32th Floor, Rongqiao Center Intersection of Changjiang Road and Nankai Six Road Nankai District Tianjin 300102, China
Nanjing Ruizhi Industry & Technologh Co.，Ltd.
Contact:+86-25-86808110
Address:441-4-A5,NO.12 Longzang Avenue,Yuhuatai District,210039,Nanjing
website:http://www.josunpharma.com
Contact:+86-311-80715268 80766839
Address:No.39, Zhaiying Street, Shijaizhuang,Hebei,China
website:http://www.oceanchem-group.com
Contact:86-536-8596048
Address:9th floor,Building B future Plaza, No.88.Fenghuang Street,Weifang,Shandong,China
ChangZhou Mascotchem. Co.,Ltd.
website:http://www.mascotchem.com
Contact:86-519-85010339
Address:B-802,XingBei Building,391#,Tongjiang Middle Road New District,Changzhou,JS,China
Doi:10.1039/c2cc32024j
(2012)Doi:10.1021/acs.jmedchem.0c01058
(2020)Doi:10.1039/P19840001655
(1984)Doi:10.1016/j.dyepig.2017.02.040
(2017)Doi:10.1002/anie.200604564
(2007)Doi:10.1021/acs.orglett.7b00248
(2017)
