Preparation method of multi-substituted fused ring compounds

Abstract

The invention belongs to the field of fine chemical engineering, and relates to improvement and related chemical technology of a synthetic method of multi-substituted fused ring compounds. A preparation method of the multi-substituted fused ring compounds is characterized by comprising the following steps: using N-acyl arylamine and internal alkyne as raw materials, rhodium salt as a catalyst, and copper salt as an oxidant, and conducting a heating reaction in an organic solvent to synthesize a series of multi-substituted fused ring compounds. The invention mainly provides a new method for synthesizing the multi-substituted fused ring compounds. The preparation method has the advantages that the steps are simple, the raw materials are easy to get, the atom economy is high, and environment-friendly purpose is achieved. As the multi-substituted fused ring compounds are a kind of significant skeletal structures, and have very wide application in the fields of organic semiconductor materials and luminescent materials. Therefore, the preparation method has relatively high use value and social and economical benefits.

Description

technical field [0001] The invention relates to a preparation method of functional materials, especially a preparation method of multi-substituted condensed ring compounds. Background technique [0002] Multi-substituted fused ring compounds are an important class of skeleton structures, which are widely used in the fields of organic semiconductor materials and light-emitting materials. Regarding the synthesis of multi-substituted fused ring compounds, the following two methods are usually adopted: [0003] (1) Cyclization of difunctional aromatic compounds with internal alkynes [0004] [0005] The substrate of this method is expensive, poor in stability, needs to be prepared in advance, and has low atom economy [see: (a) Huang W, Zhou X, Kanno K I, Takahashi T.Org.Lett.2004,6,2429;( b) D, Pérez D, Guitián E, Castedo L. J. Org. Chem. 2000, 65, 6944; (c) D, Pérez D, Guitián E, Castedo L. J. Am. Chem. Soc. 1999, 121, 5827.]. [0006] (2) Cyclization of monofunction...

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Problems solved by technology

[0008] The substrate of this method is expensive, requires multi-step synthesis, and the generated by-products are not environmentally friendly [see (a) Wu G, Rheingold A L, Feib S L, Heck R F.Organometallics1987,6,1941; (b) Kawasaki S, Satoh T, Miura M, Nomura M.J.Org.Chem., 2003, 68, 6836; (c) Yasukawa T, Satoh T, Miura M, Nomura M.J.Am.Chem.Soc.2002, 124, 12680; (d) Ueura K, Satoh T, Miura M.J.Org.Chem.2007, 72, 5362; (e) Uto T, Shimizu M, Ueura K, Tsurugi H, Satoh T, Miura M.J.Org.Chem.2008, 73, 298; (f) Fukutani T, Hirano K, Satoh T, Miura M. Org. Lett., 2009, 11, 5198.]

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