Ni(ClO4)(2)-catalysed regio- and diastereoselective [3+2] cycloaddition of indoles and aryl oxiranyl-dicarboxylates/diketones: a facile access to furo[3,4-b]indoles.
Ni(ClO(4))(2)·6H(2)O-catalysed regioselective and diastereoselective [3+2]-annulations of aryl oxiranyl-dicarboxylates and indoles via selective C-C bond cleavage of oxirane were revealed. The cycloadditions proceed smoothly with high regio- and diastereoselectivity under mild conditions leading to 1H-furo[3,4-b]indoles in good to excellent yields.
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 N, Zhongshan Road, Shanghai 200062, PR China.
Jieming
J
Zhang
Zuliang
Z
Chen
Hai-Hong
HH
Wu
Junliang
J
Zhang
D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D005027:Ethylene Oxide / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D009532:Nickel / Q000737:chemistry*; D010472:Perchlorates / Q000737:chemistry*; D013237:Stereoisomerism
D002264:Carboxylic Acids; D007211:Indoles; D007659:Ketones; D010472:Perchlorates; D009532:Nickel; D005027:Ethylene Oxide; C494474:perchlorate