Reductive (3 + 2) Annulation of Benzils with Pyrylium Salts: Stereoselective Access to Furyl Analogues of cis-Chalcones

Pengwei Tan; Sunewang R. Wang

doi:10.1021/acs.orglett.9b02182

Reductive (3 + 2) Annulation of Benzils with Pyrylium Salts: Stereoselective Access to Furyl Analogues of cis-Chalcones

Pengwei Tan
, Sunewang R. Wang^*

^*此作品的通讯作者

化学与分子工程学院

East China Normal University

科研成果: 期刊稿件 › 文章 › 同行评审

41 引用（Scopus）

摘要

An unprecedented reductive (3 + 2) annulation of both symmetrical and unsymmetrical benzils with pyrylium salts mediated by P(NMe₂)₃ is described, leading to facile and stereoselective access to the challenging cis-chalcones decorated by various substituted furyl rings under mild conditions. Rather than the extensively studied C1 synthons, the Kukhtin-Ramirez adducts derived from benzils serve as the underexplored C3 synthons in this (3 + 2) annulation with the 2,3-double bond of the 2,6-disubstituted pyrylium ions.

源语言	英语
页（从-至）	6029-6033
页数	5
期刊	Organic Letters
卷	21
期	15
DOI	https://doi.org/10.1021/acs.orglett.9b02182
出版状态	已出版 - 2 8月 2019

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title = "Reductive (3 + 2) Annulation of Benzils with Pyrylium Salts: Stereoselective Access to Furyl Analogues of cis-Chalcones",

abstract = "An unprecedented reductive (3 + 2) annulation of both symmetrical and unsymmetrical benzils with pyrylium salts mediated by P(NMe2)3 is described, leading to facile and stereoselective access to the challenging cis-chalcones decorated by various substituted furyl rings under mild conditions. Rather than the extensively studied C1 synthons, the Kukhtin-Ramirez adducts derived from benzils serve as the underexplored C3 synthons in this (3 + 2) annulation with the 2,3-double bond of the 2,6-disubstituted pyrylium ions.",

author = "Pengwei Tan and Wang, \{Sunewang R.\}",

note = "Publisher Copyright: Copyright {\textcopyright} 2019 American Chemical Society.",

year = "2019",

month = aug,

day = "2",

doi = "10.1021/acs.orglett.9b02182",

language = "英语",

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T1 - Reductive (3 + 2) Annulation of Benzils with Pyrylium Salts

T2 - Stereoselective Access to Furyl Analogues of cis-Chalcones

AU - Tan, Pengwei

AU - Wang, Sunewang R.

PY - 2019/8/2

Y1 - 2019/8/2

N2 - An unprecedented reductive (3 + 2) annulation of both symmetrical and unsymmetrical benzils with pyrylium salts mediated by P(NMe2)3 is described, leading to facile and stereoselective access to the challenging cis-chalcones decorated by various substituted furyl rings under mild conditions. Rather than the extensively studied C1 synthons, the Kukhtin-Ramirez adducts derived from benzils serve as the underexplored C3 synthons in this (3 + 2) annulation with the 2,3-double bond of the 2,6-disubstituted pyrylium ions.

AB - An unprecedented reductive (3 + 2) annulation of both symmetrical and unsymmetrical benzils with pyrylium salts mediated by P(NMe2)3 is described, leading to facile and stereoselective access to the challenging cis-chalcones decorated by various substituted furyl rings under mild conditions. Rather than the extensively studied C1 synthons, the Kukhtin-Ramirez adducts derived from benzils serve as the underexplored C3 synthons in this (3 + 2) annulation with the 2,3-double bond of the 2,6-disubstituted pyrylium ions.

UR - https://www.scopus.com/pages/publications/85070876792

U2 - 10.1021/acs.orglett.9b02182

DO - 10.1021/acs.orglett.9b02182

M3 - 文章

C2 - 31335151

AN - SCOPUS:85070876792

SN - 1523-7060

VL - 21

SP - 6029

EP - 6033

JO - Organic Letters

JF - Organic Letters

IS - 15

ER -

Reductive (3 + 2) Annulation of Benzils with Pyrylium Salts: Stereoselective Access to Furyl Analogues of cis-Chalcones

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