TFA-mediated tandem Friedel-Crafts alkylation/cyclization/hydrogen transfer process for the synthesis of flavylium compounds

Yan Chao Wu; Li Liu; Yu Liang Liu; Dong Wang; Yong Jun Chen

doi:10.1021/jo7015604

TFA-mediated tandem Friedel-Crafts alkylation/cyclization/hydrogen transfer process for the synthesis of flavylium compounds

Yan Chao Wu
, Li Liu^*
, Yu Liang Liu
, Dong Wang
, Yong Jun Chen

^*Corresponding author for this work

CAS - Institute of Chemistry

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

62 Scopus citations

Abstract

(Chemical Equation Presented) The tandem reaction of phenols and chalcones in refluxing TFA gave the flavylium species of 2-hydroxy-2-phenyl-2H-chromenes in moderate to good isolated yields. The reaction was proposed to involve a tandem transformation of Friedel-Crafts alkylation, dehydrative cyclization, intermolecular hydrogen transfer, and hydration. As a multifunctional catalyst, TFA mediated the processes efficiently and cleanly.

Original language	English
Pages (from-to)	9383-9386
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	72
Issue number	24
DOIs	https://doi.org/10.1021/jo7015604
State	Published - 23 Nov 2007
Externally published	Yes

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title = "TFA-mediated tandem Friedel-Crafts alkylation/cyclization/hydrogen transfer process for the synthesis of flavylium compounds",

abstract = "(Chemical Equation Presented) The tandem reaction of phenols and chalcones in refluxing TFA gave the flavylium species of 2-hydroxy-2-phenyl-2H-chromenes in moderate to good isolated yields. The reaction was proposed to involve a tandem transformation of Friedel-Crafts alkylation, dehydrative cyclization, intermolecular hydrogen transfer, and hydration. As a multifunctional catalyst, TFA mediated the processes efficiently and cleanly.",

author = "Wu, \{Yan Chao\} and Li Liu and Liu, \{Yu Liang\} and Dong Wang and Chen, \{Yong Jun\}",

year = "2007",

month = nov,

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doi = "10.1021/jo7015604",

language = "英语",

volume = "72",

pages = "9383--9386",

journal = "Journal of Organic Chemistry",

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T1 - TFA-mediated tandem Friedel-Crafts alkylation/cyclization/hydrogen transfer process for the synthesis of flavylium compounds

AU - Wu, Yan Chao

AU - Liu, Li

AU - Liu, Yu Liang

AU - Wang, Dong

AU - Chen, Yong Jun

PY - 2007/11/23

Y1 - 2007/11/23

N2 - (Chemical Equation Presented) The tandem reaction of phenols and chalcones in refluxing TFA gave the flavylium species of 2-hydroxy-2-phenyl-2H-chromenes in moderate to good isolated yields. The reaction was proposed to involve a tandem transformation of Friedel-Crafts alkylation, dehydrative cyclization, intermolecular hydrogen transfer, and hydration. As a multifunctional catalyst, TFA mediated the processes efficiently and cleanly.

AB - (Chemical Equation Presented) The tandem reaction of phenols and chalcones in refluxing TFA gave the flavylium species of 2-hydroxy-2-phenyl-2H-chromenes in moderate to good isolated yields. The reaction was proposed to involve a tandem transformation of Friedel-Crafts alkylation, dehydrative cyclization, intermolecular hydrogen transfer, and hydration. As a multifunctional catalyst, TFA mediated the processes efficiently and cleanly.

UR - https://www.scopus.com/pages/publications/36649014030

U2 - 10.1021/jo7015604

DO - 10.1021/jo7015604

M3 - 文章

C2 - 17973529

AN - SCOPUS:36649014030

SN - 0022-3263

VL - 72

SP - 9383

EP - 9386

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 24

ER -

TFA-mediated tandem Friedel-Crafts alkylation/cyclization/hydrogen transfer process for the synthesis of flavylium compounds

Abstract

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