118305-41-2

Upstream product

• 615-55-4 3,4-dibromoaniline 

Downstream Products

• 108516-66-1 D-(1R)-1-[2-(3,4-dibromo-phenyl)-2H-[1,2,3]triazol-4-yl]-erythritol 
• 957055-44-6 4,5-dibromo-1-methyl-3-phenyl-1H-indole 
• 957055-43-5 C₁₅H₁₁Br₂N 
• 106-40-1 4-bromo-aniline 
• 110462-83-4 D-arabino-[2]hexosulose-bis-(3,4-dibromo-phenylhydrazone) 

Relevant academic research and scientific papers

Indole-derived arynes and their diels - Alder reactivity with furans

Arynes derived from any position of the ubiquitous indole nucleus are unknown. We have now provided the first evidence for the formation and trapping of the 4,5-, 5,6-, and 6,7-indolynes. A series of o-dihalo indoles (CI, Br, F) were synthesized and reacted under metal-halogen exchange conditions to give Diels-Alder cycloadducts in high yield with furan. The use of an excess of fert-butyllithium resulted in the rearrangement of the initially formed cycloadduct; however, employing only a slight excess of n-butyllithium cleanly gave cycloadducts with furan.