Research output: Contribution to journal › Article › peer-review
Cascade reaction of 2,3-naphthalenediol with benzene in the presence of aluminum halides. / Zhu, Zhongwei; Salnikov, George E.; Koltunov, Konstantin Yu.
In: Tetrahedron Letters, Vol. 60, No. 12, 21.03.2019, p. 857-859.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Cascade reaction of 2,3-naphthalenediol with benzene in the presence of aluminum halides
AU - Zhu, Zhongwei
AU - Salnikov, George E.
AU - Koltunov, Konstantin Yu
N1 - Publisher Copyright: © 2019 Elsevier Ltd
PY - 2019/3/21
Y1 - 2019/3/21
N2 - 2,3-Naphthalenediol on superelectrophilic activation with aluminium halides smoothly reacts with benzene to give 4-((3-phenyl-1H-inden-1-yl)methyl)benzene-1,2-diol, which in turn undergoes intramolecular cyclization to form 5,10-methano-5-phenyldibenzo[a,d]cycloheptane-2,3-diol. The mechanistic aspects of these unusual transformations are discussed.
AB - 2,3-Naphthalenediol on superelectrophilic activation with aluminium halides smoothly reacts with benzene to give 4-((3-phenyl-1H-inden-1-yl)methyl)benzene-1,2-diol, which in turn undergoes intramolecular cyclization to form 5,10-methano-5-phenyldibenzo[a,d]cycloheptane-2,3-diol. The mechanistic aspects of these unusual transformations are discussed.
KW - Electrophilic aromatic substitution
KW - Ionic reduction
KW - Naphthols
KW - Superelectrophilic activation
KW - HCL
KW - NAPHTHALENEDIOLS
KW - CYCLOHEXANE
KW - CONDENSATION
KW - CHLOROALUMINATE
UR - http://www.scopus.com/inward/record.url?scp=85061628865&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2019.02.026
DO - 10.1016/j.tetlet.2019.02.026
M3 - Article
AN - SCOPUS:85061628865
VL - 60
SP - 857
EP - 859
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 12
ER -
ID: 18561048