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 MoreJiangsu Jiuri Chemical Co.,Ltd.
Contact:+86-519-82118868
Address:Tianwang Town, Jurong City, Jiangsu Province, China
Contact:+86-512-69561895
Address:No.111, Building A4, 218 Xinghu Street, Suzhou Industrial Park, P. R. China
Changsha Goomoo Chemical Technology Co.Ltd
Contact:+86-731-82197655
Address:No.649,Chezhan Rd.(N),Changsha,Hunan,China
Dayang Chem (Hangzhou) Co.,Ltd.
website:http://www.dycnchem.com
Contact:+86-571-88938639
Address:9/F, Unit 2 Changdi Torch Building, 259# WenSan Road, Xihu District, Hangzhou City 310012, P.R.China
Shanghai Yuking Water Soluble Material Tech Co., Ltd
Contact:86-21-68286299
Address:4F, 13B, No. 600, South Xinyuan Road 201306, Shanghai, 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)
