Direct Deamination of Primary Amines via Isodiazene Intermediates
作者:Kathleen J. Berger、Julia L. Driscoll、Mingbin Yuan、Balu D. Dherange、Osvaldo Gutierrez、Mark D. Levin
DOI:10.1021/jacs.1c09779
日期:2021.10.27
here a reaction that selectively deaminates primary amines and anilines under mild conditions and with remarkable functional group tolerance including a range of pharmaceutical compounds, amino acids, amino sugars, and natural products. An anomeric amide reagent is uniquely capable of facilitating the reaction through the intermediacy of an unprecedented monosubstituted isodiazene intermediate. In addition
Some exo-methylene compounds such as 9-methylene-9,10-dihydrophenanthrene (2) were photolytically prepared and their chemical behaviour was investigated. Treatment of (2) with acid (CF3CO2H) or base (–OBut) led to the formation of 9-methylphenanthrene, with bromine to 9-bromomethylphenanthrene. Reaction with dimethyl acetylenedicarboxylate did not give Diels–Alder adduct but gave an ene adduct. Treatment
通过光解法制备了一些外亚甲基化合物,如9-亚甲基-9,10-二氢菲(2),并对其化学行为进行了研究。的(治疗2用酸)(CF 3 CO 2 H)或碱(- OBU吨)导致形成9-甲基菲的,与溴至9 bromomethylphenanthrene。与乙炔二羧酸二甲酯反应不会生成狄尔斯-阿尔德加合物,而会生成烯加合物。用乙撑四甲腈处理也得到了烯加合物。与卡宾或类胡萝卜素反应,得到9,10-二氢菲-9-螺环丙烷。检查了与乙撑四乙腈的反应是否存在其他外显子-亚甲基化合物,1-亚甲基-1,2-二氢萘和2-亚甲基-2,3-二氢苯并[ b ]噻吩。除与卡宾的反应外,芳构化可能是这些外亚甲基化合物的反应的原因。
An unusual ground-state di-.pi.-methane rearrangement in the thermal isomerization of homoazulene
作者:Lawrence T. Scott、Ihsan Erden
DOI:10.1021/ja00368a063
日期:1982.2
SUGIMOTO, AKIRA;YAMANO, JUNZO;YASUEDA, MASAHIRO;YONEDA, SHIGEO, J. CHEM. SOC. PERKIN TRANS. PT 1,(1988) N 9, C. 2579-2584