82260-33-1

Upstream product

• 15128-52-6 1,2,3,9-tetrahydro-4H-carbazol-4-one 
• 62-53-3 aniline 
• 504-02-9 1,3-cylohexanedione 
• 24706-50-1 3-phenylaminocyclohex-2-enone 
• 942-01-8 1,2,3,4-tetrahydrocarbazole 

Relevant academic research and scientific papers

Enantioselective Synthesis of 1- and 4-Hydroxytetrahydrocarbazoles through Asymmetric Transfer Hydrogenation

Several 1- and 4-hydroxytetrahydrocarbazoles were prepared in high yields (up to 99%) and excellent enantiomeric excesses (up to >99% ee) from the corresponding 1- and 4-oxotetrahydrocarbazoles through asymmetric transfer hydrogenation by using the commercially available Noyori-Ikariya ruthenium catalyst. The immediate use of the freshly prepared catalyst and the use of a HCO 2 H-DABCO (11:6) mixture as the hydrogen source are crucial for achieving high activity and enantioselectivity. In this way, a tetrahydrocarbazole heterocycle fused to a lactone moiety was synthesized in 45% yield and 97% ee.

Method for preparing 4-bromocarbazole

The invention discloses a method for preparing 4-bromocarbazole and belongs to the field of organic chemical synthesis. The method disclosed by the invention comprises the following steps: (1) carrying out a condensation reaction between 1,3-cyclohexanedione and aniline so as to prepare 3-aniline-cyclohexene-2-one; (2) carrying out a cyclization reaction on the 3-aniline-cyclohexene-2-one so as to prepare 1,2,3,9-tetrahydrocarbazole-4-one; (2) reducing the 1,2,3,9-tetrahydrocarbazole-4-one to prepare 4-hydroxy-1,2,3,9-tetrahydrocarbazole; (4) carrying out a bromination reaction on the 4-hydroxy-1,2,3,9-tetrahydrocarbazole so as to prepare 4-bromo-1,2,3,9-tetrahydrocarbazole; and (5) carrying out a dehydrogenation reaction on the 4-bromo-1,2,3,9-tetrahydrocarbazole to obtain the 4-bromocarbazole. The method disclosed by the invention is cheap and readily available in reaction raw materials, simple in reaction operations, less in side reactions and high in yield; and the prepared 4-bromocarbazole is high in purity, can be applied to the field of OLED (Organic Light Emitting Diode) photoelectric materials, medicines and the like and is an important carbazole intermediate.

Indoles and Indole Alkaloids, XVIII. - Synthesis of Tetrahydro- and Hexahydrocarbazoles with N-Substituents in Position 4

Synthesis and properties of some tetrahydro- and hexahydrocarbazoles bearing N-substituents in position 4 are described.Tricyclic representatives of this type have been unknown up to this time.