21139-26-4Relevant academic research and scientific papers
Construction of heterocyclic compounds by use of α-diazophosphonates: New one-pot syntheses of indoles and isocoumarins
Nakamura, Yoshinori,Ukita, Tatsuzo
, p. 2317 - 2320 (2002)
(Matrix Presented) α-Diazophosphonates, which have extremely useful properties from a synthetic point of view, are disclosed as 1,1-ambiphilic one-carbon building blocks for one-pot construction of various heterocyclic compounds. They are easily prepared and have higher stability by the effect of the phosphoryl group than corresponding α-diazocarbonyl compounds. Using this synthon, we have developed a novel, mild, and efficient synthetic method of 2,3-disubstituted indoles and 3,4-disubstituted isocoumarins.
The acid-promoted reactions of phenyliodonium ylides with substituted anilines and their applications to the synthesis of indoles
Wang, Xianpei,Han, Bing,Wang, Junyan,Yu, Wei
supporting information; experimental part, p. 3865 - 3867 (2010/09/17)
The N-substituted anilines 1 react readily with phenyliodonium ylides 2 derived from 1,3-dicarbonyl compounds in the presence of a catalytic amount of BF3·Et2O, forming the C-N coupling products 3, which are precursors for the synthesis of indoles. On the basis of this result, the direct synthesis of indoles from 1 and 2 under thermal conditions and photochemical conditions was explored. The transformations could be achieved in a one-pot way under thermal conditions or in a tandem manner under photochemical conditions.
Reversed Chemoselectivity in Titanium-induced Coupling Reactions: Syntheses of Salvadoricine and Diazepam
Fuerstner, Alois,Jumbam, Denis N.
, p. 211 - 212 (2007/10/02)
Titanium/graphite-promoted indole formation is favoured over inter- as well as intra-molecular McMurry coupling as evidenced by chemoselective syntheses of compounds 2 and 5-7.
