Cascade reaction of 2,3-naphthalenediol with benzene in the presence of aluminum halides

Zhongwei Zhu; George E. Salnikov; Konstantin Yu Koltunov

doi:10.1016/j.tetlet.2019.02.026

Cascade reaction of 2,3-naphthalenediol with benzene in the presence of aluminum halides

Zhongwei Zhu, George E. Salnikov, Konstantin Yu Koltunov

Результат исследования: Научные публикации в периодических изданиях › статья › рецензирование

2 Цитирования (Scopus)

Аннотация

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.

Язык оригинала	английский
Страницы (с-по)	857-859
Число страниц	3
Журнал	Tetrahedron Letters
Том	60
Номер выпуска	12
DOI	https://doi.org/10.1016/j.tetlet.2019.02.026
Состояние	Опубликовано - 21 мар 2019

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10.1016/j.tetlet.2019.02.026

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title = "Cascade reaction of 2,3-naphthalenediol with benzene in the presence of aluminum halides",

abstract = "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.",

keywords = "Electrophilic aromatic substitution, Ionic reduction, Naphthols, Superelectrophilic activation, HCL, NAPHTHALENEDIOLS, CYCLOHEXANE, CONDENSATION, CHLOROALUMINATE",

author = "Zhongwei Zhu and Salnikov, {George E.} and Koltunov, {Konstantin Yu}",

year = "2019",

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journal = "Tetrahedron Letters",

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Cascade reaction of 2,3-naphthalenediol with benzene in the presence of aluminum halides. / Zhu, Zhongwei; Salnikov, George E.; Koltunov, Konstantin Yu.

В: Tetrahedron Letters, Том 60, № 12, 21.03.2019, стр. 857-859.

Результат исследования: Научные публикации в периодических изданиях › статья › рецензирование

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

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

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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

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ER -