Efficient synthesis of 3-iodoindenes via Lewis-acid catalyzed Friedel-crafts cyclization of iodinated allylic alcohols

Xiaobo Zhou; Huimin Zhang; Xin Xie; Yanzhong Li

doi:10.1021/jo800232p

Efficient synthesis of 3-iodoindenes via Lewis-acid catalyzed Friedel-crafts cyclization of iodinated allylic alcohols

Xiaobo Zhou
, Huimin Zhang
, Xin Xie
, Yanzhong Li^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

Research output: Contribution to journal › Article › peer-review

65 Scopus citations

Abstract

(Chemical Equation Presented) A convenient BF₃·Et ₂O-catalyzed Friedel-Crafts cyclization of iodinated allylic alcohols is reported. The present reaction provides an efficient protocol to 3-iodo-1H-indene derivatives in good to high yields under mild conditions. Further, the iodoindene derivatives are valuable synthetic building blocks for elaboration of molecular complexity, such as in the construction of multiaryl substituted indenes by Suzuki coupling reaction.

Original language	English
Pages (from-to)	3958-3960
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	73
Issue number	10
DOIs	https://doi.org/10.1021/jo800232p
State	Published - 16 May 2008

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title = "Efficient synthesis of 3-iodoindenes via Lewis-acid catalyzed Friedel-crafts cyclization of iodinated allylic alcohols",

abstract = "(Chemical Equation Presented) A convenient BF3·Et 2O-catalyzed Friedel-Crafts cyclization of iodinated allylic alcohols is reported. The present reaction provides an efficient protocol to 3-iodo-1H-indene derivatives in good to high yields under mild conditions. Further, the iodoindene derivatives are valuable synthetic building blocks for elaboration of molecular complexity, such as in the construction of multiaryl substituted indenes by Suzuki coupling reaction.",

author = "Xiaobo Zhou and Huimin Zhang and Xin Xie and Yanzhong Li",

year = "2008",

month = may,

day = "16",

doi = "10.1021/jo800232p",

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volume = "73",

pages = "3958--3960",

journal = "Journal of Organic Chemistry",

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publisher = "American Chemical Society",

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T1 - Efficient synthesis of 3-iodoindenes via Lewis-acid catalyzed Friedel-crafts cyclization of iodinated allylic alcohols

AU - Zhou, Xiaobo

AU - Zhang, Huimin

AU - Xie, Xin

AU - Li, Yanzhong

PY - 2008/5/16

Y1 - 2008/5/16

N2 - (Chemical Equation Presented) A convenient BF3·Et 2O-catalyzed Friedel-Crafts cyclization of iodinated allylic alcohols is reported. The present reaction provides an efficient protocol to 3-iodo-1H-indene derivatives in good to high yields under mild conditions. Further, the iodoindene derivatives are valuable synthetic building blocks for elaboration of molecular complexity, such as in the construction of multiaryl substituted indenes by Suzuki coupling reaction.

AB - (Chemical Equation Presented) A convenient BF3·Et 2O-catalyzed Friedel-Crafts cyclization of iodinated allylic alcohols is reported. The present reaction provides an efficient protocol to 3-iodo-1H-indene derivatives in good to high yields under mild conditions. Further, the iodoindene derivatives are valuable synthetic building blocks for elaboration of molecular complexity, such as in the construction of multiaryl substituted indenes by Suzuki coupling reaction.

UR - https://www.scopus.com/pages/publications/43449130082

U2 - 10.1021/jo800232p

DO - 10.1021/jo800232p

M3 - 文章

C2 - 18419158

AN - SCOPUS:43449130082

SN - 0022-3263

VL - 73

SP - 3958

EP - 3960

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 10

ER -

Efficient synthesis of 3-iodoindenes via Lewis-acid catalyzed Friedel-crafts cyclization of iodinated allylic alcohols

Abstract

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