Photochemical hydrolysis of o-acetylphenylacetonitriles

Qingyi Lu; Pakorn Bovonsombat; William C. Agosta

doi:10.1016/0040-4039(95)01929-C

Photochemical hydrolysis of o-acetylphenylacetonitriles

Qingyi Lu
, Pakorn Bovonsombat
, William C. Agosta

Rockefeller University

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

8 Citations (Scopus)

Abstract

Irradiation of 1 and its methyl derivative 10a (λ >280 nm) in methanol leads to photohydrolysis of the nitrile group and formation of the related ketal amides 3 and 11a, respectively Similar treatment of the dimethyl derivative 10b and of the parent nitrile 13 fails to yield corresponding products of hydrolysis. A mechanism is proposed for these novel hydrolyses.

Original language	English
Pages (from-to)	8941-8944
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	49
DOIs	https://doi.org/10.1016/0040-4039(95)01929-C
Publication status	Published - 4 Dec 1995
Externally published	Yes

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10.1016/0040-4039(95)01929-C

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@article{5a648cfe87834a7e9f56efbd526fcd6e,

title = "Photochemical hydrolysis of o-acetylphenylacetonitriles",

abstract = "Irradiation of 1 and its methyl derivative 10a (λ >280 nm) in methanol leads to photohydrolysis of the nitrile group and formation of the related ketal amides 3 and 11a, respectively Similar treatment of the dimethyl derivative 10b and of the parent nitrile 13 fails to yield corresponding products of hydrolysis. A mechanism is proposed for these novel hydrolyses.",

author = "Qingyi Lu and Pakorn Bovonsombat and Agosta, \{William C.\}",

year = "1995",

month = dec,

day = "4",

doi = "10.1016/0040-4039(95)01929-C",

language = "English",

volume = "36",

pages = "8941--8944",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "49",

}

TY - JOUR

T1 - Photochemical hydrolysis of o-acetylphenylacetonitriles

AU - Lu, Qingyi

AU - Bovonsombat, Pakorn

AU - Agosta, William C.

PY - 1995/12/4

Y1 - 1995/12/4

N2 - Irradiation of 1 and its methyl derivative 10a (λ >280 nm) in methanol leads to photohydrolysis of the nitrile group and formation of the related ketal amides 3 and 11a, respectively Similar treatment of the dimethyl derivative 10b and of the parent nitrile 13 fails to yield corresponding products of hydrolysis. A mechanism is proposed for these novel hydrolyses.

AB - Irradiation of 1 and its methyl derivative 10a (λ >280 nm) in methanol leads to photohydrolysis of the nitrile group and formation of the related ketal amides 3 and 11a, respectively Similar treatment of the dimethyl derivative 10b and of the parent nitrile 13 fails to yield corresponding products of hydrolysis. A mechanism is proposed for these novel hydrolyses.

UR - https://www.scopus.com/pages/publications/0028826001

U2 - 10.1016/0040-4039(95)01929-C

DO - 10.1016/0040-4039(95)01929-C

M3 - Article

AN - SCOPUS:0028826001

SN - 0040-4039

VL - 36

SP - 8941

EP - 8944

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 49

ER -

Photochemical hydrolysis of o-acetylphenylacetonitriles

Abstract

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