Synthesis of 2-Substituted Propenes by Bidentate Phosphine-Assisted Methylenation of Acyl Fluorides and Acyl Chlorides with AlMe                         
                        3

Xiu Wang; Zhenhua Wang; Yuya Asanuma; Yasushi Nishihara

doi:10.1021/acs.orglett.9b01059

Synthesis of 2-Substituted Propenes by Bidentate Phosphine-Assisted Methylenation of Acyl Fluorides and Acyl Chlorides with AlMe ₃

Xiu Wang, Zhenhua Wang, Yuya Asanuma, Yasushi Nishihara

異分野基礎科学研究所

研究成果 › 査読

11 被引用数 (Scopus)

抄録

Bidentate phosphine-assisted methylenation of acyl fluorides and acyl chlorides with substituted with aryl, alkenyl, and alkyl groups trimethylaluminum afforded an array of 2-substituted propene derivatives. The addition of a catalytic amount of DPPM increased an efficiency of the reactions. Trimethylaluminum as the methylenation reagent not only eliminates the presynthesis of methylene transfer reagent, but provides an efficient method for the synthesis of a series of 2-substituted propenes.

本文言語	English
ページ（範囲）	3640-3643
ページ数	4
ジャーナル	Organic Letters
巻	21
号	10
DOI	https://doi.org/10.1021/acs.orglett.9b01059
出版ステータス	Published - 5月 17 2019

ASJC Scopus subject areas

生化学
物理化学および理論化学
有機化学

文献へのアクセス

10.1021/acs.orglett.9b01059

他のファイルとリンク

フィンガープリント

「Synthesis of 2-Substituted Propenes by Bidentate Phosphine-Assisted Methylenation of Acyl Fluorides and Acyl Chlorides with AlMe ₃」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

引用スタイル

Wang, X., Wang, Z., Asanuma, Y., & Nishihara, Y. (2019). Synthesis of 2-Substituted Propenes by Bidentate Phosphine-Assisted Methylenation of Acyl Fluorides and Acyl Chlorides with AlMe ₃ Organic Letters, 21(10), 3640-3643. https://doi.org/10.1021/acs.orglett.9b01059

Synthesis of 2-Substituted Propenes by Bidentate Phosphine-Assisted Methylenation of Acyl Fluorides and Acyl Chlorides with AlMe ₃ . / Wang, Xiu; Wang, Zhenhua; Asanuma, Yuya その他.

In: Organic Letters, Vol. 21, No. 10, 17.05.2019, p. 3640-3643.

研究成果 › 査読

Wang, X, Wang, Z, Asanuma, Y & Nishihara, Y 2019, ' Synthesis of 2-Substituted Propenes by Bidentate Phosphine-Assisted Methylenation of Acyl Fluorides and Acyl Chlorides with AlMe ₃ ', Organic Letters, vol. 21, no. 10, pp. 3640-3643. https://doi.org/10.1021/acs.orglett.9b01059

Wang X, Wang Z, Asanuma Y, Nishihara Y. Synthesis of 2-Substituted Propenes by Bidentate Phosphine-Assisted Methylenation of Acyl Fluorides and Acyl Chlorides with AlMe ₃ Organic Letters. 2019 5月 17;21(10):3640-3643. doi: 10.1021/acs.orglett.9b01059

Wang, Xiu ; Wang, Zhenhua ; Asanuma, Yuya その他. / Synthesis of 2-Substituted Propenes by Bidentate Phosphine-Assisted Methylenation of Acyl Fluorides and Acyl Chlorides with AlMe ₃ In: Organic Letters. 2019 ; Vol. 21, No. 10. pp. 3640-3643.

@article{2eebb8b94a054c6eae0732374872f6fc,

title = " Synthesis of 2-Substituted Propenes by Bidentate Phosphine-Assisted Methylenation of Acyl Fluorides and Acyl Chlorides with AlMe 3 ",

abstract = "Bidentate phosphine-assisted methylenation of acyl fluorides and acyl chlorides with substituted with aryl, alkenyl, and alkyl groups trimethylaluminum afforded an array of 2-substituted propene derivatives. The addition of a catalytic amount of DPPM increased an efficiency of the reactions. Trimethylaluminum as the methylenation reagent not only eliminates the presynthesis of methylene transfer reagent, but provides an efficient method for the synthesis of a series of 2-substituted propenes.",

author = "Xiu Wang and Zhenhua Wang and Yuya Asanuma and Yasushi Nishihara",

year = "2019",

month = may,

day = "17",

doi = "10.1021/acs.orglett.9b01059",

language = "English",

volume = "21",

pages = "3640--3643",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "10",

}

TY - JOUR

T1 - Synthesis of 2-Substituted Propenes by Bidentate Phosphine-Assisted Methylenation of Acyl Fluorides and Acyl Chlorides with AlMe 3

AU - Wang, Xiu

AU - Wang, Zhenhua

AU - Asanuma, Yuya

AU - Nishihara, Yasushi

PY - 2019/5/17

Y1 - 2019/5/17

N2 - Bidentate phosphine-assisted methylenation of acyl fluorides and acyl chlorides with substituted with aryl, alkenyl, and alkyl groups trimethylaluminum afforded an array of 2-substituted propene derivatives. The addition of a catalytic amount of DPPM increased an efficiency of the reactions. Trimethylaluminum as the methylenation reagent not only eliminates the presynthesis of methylene transfer reagent, but provides an efficient method for the synthesis of a series of 2-substituted propenes.

AB - Bidentate phosphine-assisted methylenation of acyl fluorides and acyl chlorides with substituted with aryl, alkenyl, and alkyl groups trimethylaluminum afforded an array of 2-substituted propene derivatives. The addition of a catalytic amount of DPPM increased an efficiency of the reactions. Trimethylaluminum as the methylenation reagent not only eliminates the presynthesis of methylene transfer reagent, but provides an efficient method for the synthesis of a series of 2-substituted propenes.

UR - http://www.scopus.com/inward/record.url?scp=85065593053&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85065593053&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.9b01059

DO - 10.1021/acs.orglett.9b01059

M3 - Article

C2 - 31021649

AN - SCOPUS:85065593053

SN - 1523-7060

VL - 21

SP - 3640

EP - 3643

JO - Organic Letters

JF - Organic Letters

IS - 10

ER -