A case study of the iodine-mediated cyclization of C2′-OH- and C2-OH-chalcones toward the synthesis of flavones: Reinvestigation of the mechanisms

Hsin Yen Tsai; Yu Tzu Huang; Cing Ling Kuo; Chia Jou Kuo; Anren Hu; Jih Jung Chen; Tzenge Lien Shih

doi:10.1002/jccs.202000482

A case study of the iodine-mediated cyclization of C₂′-OH- and C₂-OH-chalcones toward the synthesis of flavones: Reinvestigation of the mechanisms

Hsin Yen Tsai, Yu Tzu Huang, Cing Ling Kuo, Chia Jou Kuo, Anren Hu, Jih Jung Chen, Tzenge Lien Shih^*

^*Corresponding author for this work

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

2 Scopus citations

Abstract

Synthesis of flavones from chalcones via the iodine-mediated cyclization required at least one hydroxy group at their C₂′-positions. On the contrary, the ring oxidative cyclization from C₂-OH-chalcones under the same condition was unusual and reported only once. We evaluated the aforementioned method and found different results. The mechanisms in detail were discussed.

Original language	English
Pages (from-to)	1334-1338
Number of pages	5
Journal	Journal of the Chinese Chemical Society
Volume	68
Issue number	7
DOIs	https://doi.org/10.1002/jccs.202000482
State	Published - 07 2021
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2021 The Chemical Society Located in Taipei & Wiley-VCH GmbH

Keywords

Claisen-Schmidt condensation
chalcone
flavone
iodine-mediated cyclization

Access to Document

10.1002/jccs.202000482

Cite this

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title = "A case study of the iodine-mediated cyclization of C2′-OH- and C2-OH-chalcones toward the synthesis of flavones: Reinvestigation of the mechanisms",

abstract = "Synthesis of flavones from chalcones via the iodine-mediated cyclization required at least one hydroxy group at their C2′-positions. On the contrary, the ring oxidative cyclization from C2-OH-chalcones under the same condition was unusual and reported only once. We evaluated the aforementioned method and found different results. The mechanisms in detail were discussed.",

keywords = "Claisen-Schmidt condensation, chalcone, flavone, iodine-mediated cyclization",

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year = "2021",

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T1 - A case study of the iodine-mediated cyclization of C2′-OH- and C2-OH-chalcones toward the synthesis of flavones

T2 - Reinvestigation of the mechanisms

AU - Tsai, Hsin Yen

AU - Huang, Yu Tzu

AU - Kuo, Cing Ling

AU - Kuo, Chia Jou

AU - Hu, Anren

AU - Chen, Jih Jung

AU - Shih, Tzenge Lien

PY - 2021/7

Y1 - 2021/7

N2 - Synthesis of flavones from chalcones via the iodine-mediated cyclization required at least one hydroxy group at their C2′-positions. On the contrary, the ring oxidative cyclization from C2-OH-chalcones under the same condition was unusual and reported only once. We evaluated the aforementioned method and found different results. The mechanisms in detail were discussed.

AB - Synthesis of flavones from chalcones via the iodine-mediated cyclization required at least one hydroxy group at their C2′-positions. On the contrary, the ring oxidative cyclization from C2-OH-chalcones under the same condition was unusual and reported only once. We evaluated the aforementioned method and found different results. The mechanisms in detail were discussed.

KW - Claisen-Schmidt condensation

KW - chalcone

KW - flavone

KW - iodine-mediated cyclization

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U2 - 10.1002/jccs.202000482

DO - 10.1002/jccs.202000482

M3 - 文章

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SN - 0009-4536

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JO - Journal of the Chinese Chemical Society

JF - Journal of the Chinese Chemical Society

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