Investigation of the reaction of o-aminonitriles with ketones: A new modification of Friedländer reaction and structures of its products

Jiarong Li; Lijun Zhang; Daxin Shi; Qing Li; Dong Wang; Chunxia Wang; Qi Zhang; Ling Zhang; Yanqiu Fan

doi:10.1055/s-2007-1000841

Investigation of the reaction of o-aminonitriles with ketones: A new modification of Friedländer reaction and structures of its products

Jiarong Li^*, Lijun Zhang, Daxin Shi, Qing Li, Dong Wang, Chunxia Wang, Qi Zhang, Ling Zhang, Yanqiu Fan

^*此作品的通讯作者

化学与化工学院

Beijing Institute of Technology

科研成果: 期刊稿件 › 文章 › 同行评审

46 引用（Scopus）

摘要

A new modification of the Friedländer reaction is described and the new byproduct obtained from the reaction of o-aminonitriles and ketones was found to be 2,3-dihydroquinazolin-4(1H)-one. The mechanism probably involved the formation of an intermediate oxazine, via the Pinner reaction and its transformation into new products via the Dimroth rearrangement.

源语言	英语
页（从-至）	233-236
页数	4
期刊	Synlett
期	2
DOI	https://doi.org/10.1055/s-2007-1000841
出版状态	已出版 - 22 1月 2008

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Li, J., Zhang, L., Shi, D., Li, Q., Wang, D., Wang, C., Zhang, Q., Zhang, L., & Fan, Y. (2008). Investigation of the reaction of o-aminonitriles with ketones: A new modification of Friedländer reaction and structures of its products. Synlett, (2), 233-236. https://doi.org/10.1055/s-2007-1000841

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abstract = "A new modification of the Friedl{\"a}nder reaction is described and the new byproduct obtained from the reaction of o-aminonitriles and ketones was found to be 2,3-dihydroquinazolin-4(1H)-one. The mechanism probably involved the formation of an intermediate oxazine, via the Pinner reaction and its transformation into new products via the Dimroth rearrangement.",

keywords = "Cyclizations, Friedl{\"a}nder reactions, Molecular recognition, Rearrangements, Spiro compounds",

author = "Jiarong Li and Lijun Zhang and Daxin Shi and Qing Li and Dong Wang and Chunxia Wang and Qi Zhang and Ling Zhang and Yanqiu Fan",

year = "2008",

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day = "22",

doi = "10.1055/s-2007-1000841",

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T2 - A new modification of Friedländer reaction and structures of its products

AU - Li, Jiarong

AU - Zhang, Lijun

AU - Shi, Daxin

AU - Li, Qing

AU - Wang, Dong

AU - Wang, Chunxia

AU - Zhang, Qi

AU - Zhang, Ling

AU - Fan, Yanqiu

PY - 2008/1/22

Y1 - 2008/1/22

N2 - A new modification of the Friedländer reaction is described and the new byproduct obtained from the reaction of o-aminonitriles and ketones was found to be 2,3-dihydroquinazolin-4(1H)-one. The mechanism probably involved the formation of an intermediate oxazine, via the Pinner reaction and its transformation into new products via the Dimroth rearrangement.

AB - A new modification of the Friedländer reaction is described and the new byproduct obtained from the reaction of o-aminonitriles and ketones was found to be 2,3-dihydroquinazolin-4(1H)-one. The mechanism probably involved the formation of an intermediate oxazine, via the Pinner reaction and its transformation into new products via the Dimroth rearrangement.

KW - Cyclizations

KW - Friedländer reactions

KW - Molecular recognition

KW - Rearrangements

KW - Spiro compounds

UR - http://www.scopus.com/inward/record.url?scp=38949159951&partnerID=8YFLogxK

U2 - 10.1055/s-2007-1000841

DO - 10.1055/s-2007-1000841

M3 - Article

AN - SCOPUS:38949159951

SN - 0936-5214

SP - 233

EP - 236

JO - Synlett

JF - Synlett

IS - 2

ER -

Investigation of the reaction of o-aminonitriles with ketones: A new modification of Friedländer reaction and structures of its products

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