Photoacylation. II. Intramolecular Photoacylation of Enolates

N. C. Yang; Lung Ching Lin; Arnon Shani; ShÜ Shu Yang

doi:10.1021/jo01258a068

Photoacylation. II. Intramolecular Photoacylation of Enolates

N. C. Yang, Lung Ching Lin, Arnon Shani, ShÜ Shu Yang

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13 Scopus citations

Abstract

Under the influence of ultraviolet light, the sodium enolate of diethyl o-biphenylylmalonate (5) in ethanol undergoes intramolecular photoacylation to give ethyl 9-phenanthrol-10-carboxylate (6) in 70% yield. The reaction had been extended to the enolates of phenylethylidenemalonate (7) and phenylethylidenecyanoacetate (8) systems. They cyclized to give the corresponding naphthol derivatives. The reaction represents a new type of photochemical process of organometallic compounds which may have synthetic applications.

Original language	English
Pages (from-to)	1845-1848
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	34
Issue number	6
DOIs	https://doi.org/10.1021/jo01258a068
State	Published - 1 Jan 1969
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo01258a068

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abstract = "Under the influence of ultraviolet light, the sodium enolate of diethyl o-biphenylylmalonate (5) in ethanol undergoes intramolecular photoacylation to give ethyl 9-phenanthrol-10-carboxylate (6) in 70% yield. The reaction had been extended to the enolates of phenylethylidenemalonate (7) and phenylethylidenecyanoacetate (8) systems. They cyclized to give the corresponding naphthol derivatives. The reaction represents a new type of photochemical process of organometallic compounds which may have synthetic applications.",

author = "Yang, {N. C.} and Lin, {Lung Ching} and Arnon Shani and Yang, {Sh{\"U} Shu}",

year = "1969",

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T1 - Photoacylation. II. Intramolecular Photoacylation of Enolates

AU - Yang, N. C.

AU - Lin, Lung Ching

AU - Shani, Arnon

AU - Yang, ShÜ Shu

PY - 1969/1/1

Y1 - 1969/1/1

N2 - Under the influence of ultraviolet light, the sodium enolate of diethyl o-biphenylylmalonate (5) in ethanol undergoes intramolecular photoacylation to give ethyl 9-phenanthrol-10-carboxylate (6) in 70% yield. The reaction had been extended to the enolates of phenylethylidenemalonate (7) and phenylethylidenecyanoacetate (8) systems. They cyclized to give the corresponding naphthol derivatives. The reaction represents a new type of photochemical process of organometallic compounds which may have synthetic applications.

AB - Under the influence of ultraviolet light, the sodium enolate of diethyl o-biphenylylmalonate (5) in ethanol undergoes intramolecular photoacylation to give ethyl 9-phenanthrol-10-carboxylate (6) in 70% yield. The reaction had been extended to the enolates of phenylethylidenemalonate (7) and phenylethylidenecyanoacetate (8) systems. They cyclized to give the corresponding naphthol derivatives. The reaction represents a new type of photochemical process of organometallic compounds which may have synthetic applications.

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Photoacylation. II. Intramolecular Photoacylation of Enolates

Abstract

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