Intermolecular sequential [4 + 2]-cycloaddition-aromatization reaction of aryl-substituted allenes with DMAD affording phenanthrene and naphthalene derivatives.
An efficient entry to phenanthrene and naphthalene derivatives through intermolecular sequential [4 + 2]-cycloaddition-aromatization reactions of aryl-substituted allenes with DMAD in the absence of any catalyst was discovered. In this reaction the aromatic ring and the adjacent carbon-carbon double bond of the allene unit acted as the 1,3-diene.
Jiang
Xuefeng
X
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, PR China.
Kong
Wangqing
W
Chen
Jie
J
Ma
Shengming
S
D000466:Alkadienes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D009281:Naphthalenes / Q000737:chemistry*; D010616:Phenanthrenes / Q000737:chemistry*
D000466:Alkadienes; D000480:Alkynes; D009281:Naphthalenes; D010616:Phenanthrenes; C031721:naphthalene; C031181:phenanthrene; C025947:propadiene; C022918:acetylenedicarboxylic acid dimethyl ester