Journal of the Chemical Society. Perkin transactions I p. 417 - 423 (1996)
Update date:2022-08-11
Topics:
Ono, Noboru
Hironaga, Hideo
Ono, Kazuo
Kaneko, Syunichi
Murashima, Takashi
Ueda, Takahiro
Tsukamura, Chikanori
Ogawa, Takuji
Pyrroles fused with aromatic rings (isoindole derivatives) have been readily prepared by the reaction of aromatic nitro compounds with ethyl isocyanoacetate in the presence of DBU. The ease of this reaction depends on the aromaticity of the starting nitro aromatics. Polycyclic aromatic nitro compounds such as 1-nitroacenaphthylene or 9-nitrophenanthrene are more reactive than simple nitro aromatics such as nitrobenzene or nitronaphthalenes and give the corresponding pyrroles in good yields. Pyrroles prepared by this method have been converted into porphyrins fused with various aromatic rings by the reduction with LiAlH4 followed by treatment with an acid catalyst and oxidation with chloranil or oxygen. Tetra-1,2-naphthoporphyrin has been prepared by the reaction of 2-nitro-3,4-dihydronaphthalene or 1-nitronaphthalene with ethyl isocyanoacetate followed by reduction, tetramerization and oxidation. Thus, highly conjugated porphyrins are readily prepared starting from aromatic nitro compounds, and their electronic and optical properties can be controlled by choice of the starting aromatic nitro compound.
View MoreYueyang Hudex Pharmaceuticals Ltd.
Contact:0730-8748800
Address:Wujiang Bridge，Yueyang Economy & Technology Development Zone
Lonzeal Pharmaceuticals Co., Ltd.
website:http://www.lonzeal.com
Contact:+86-13381011962
Address:RM 801, Yue MOMA, No. 26 Anningzhuang Rd. Haidian District, Beijing, China
Dalian RSD International Trade Co.,Ltd.(expird)
Contact:86-22-60875058 58610575
Address:Wantong International Areas, Hongqiao District, Tianjin, China.China
Contact:+86-511-88790000
Address:338 North Yushan Rd, Zhenjiang, Jiangsu 212016
KangZhiYuan Pharmaceutical Company Limited
Contact:(Sabrina)86-20-85273232
Address:4th floor, building B, Dadi industry zone, Tangxia, Tianhe, Guangzhou, China
Doi:10.1039/C19680000021
()Doi:10.1021/jo001232j
(2001)Doi:10.1016/j.cattod.2015.03.048
(2015)Doi:10.1002/anie.202107127
(2021)Doi:10.1016/S0022-1139(00)82223-X
(1982)Doi:10.1039/c3ra45818k
(2014)
