Simple and condensed β-lactams. Part 27. Reaction of 1-(4-methoxyphenyl)-4-(tetrazol-5-yl)azetidin-2-one and 1-(4-methoxyphenyl)-5-(tetrazol-5-yl-methyl)pyrrolidin-2-one with Cerium(IV) ammonium nitrate (CAN)

Le Thanh Giang; József Fetter; Károly Lempert; Mária Kajtár-Peredy; Ágnes Gömöry

doi:10.1016/0040-4020(96)00539-X

Simple and condensed β-lactams. Part 27. Reaction of 1-(4-methoxyphenyl)-4-(tetrazol-5-yl)azetidin-2-one and 1-(4-methoxyphenyl)-5-(tetrazol-5-yl-methyl)pyrrolidin-2-one with Cerium(IV) ammonium nitrate (CAN)

Le Thanh Giang, József Fetter, Károly Lempert, Mária Kajtár-Peredy, Ágnes Gömöry

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

13 Citations (Scopus)

Abstract

Treatment of pyrrolidinone 3a with CAN under the usual conditions leads to formation of spiro compound 12, rather than to N-demethoxyphenylation. A study of the reactions of compound 12 with sodium chloride and sodium iodide furnished the proof for our assumption that the related non-isolable compounds 6 and 11 are the intermediates of the anomalous reactions of compounds 1a and 2a, respectively, with CAN.

Original language	English
Pages (from-to)	10169-10184
Number of pages	16
Journal	Tetrahedron
Volume	52
Issue number	30
DOIs	https://doi.org/10.1016/0040-4020(96)00539-X
Publication status	Published - 22 Jul 1996
Externally published	Yes

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Giang, L. T., Fetter, J., Lempert, K., Kajtár-Peredy, M., & Gömöry, Á. (1996). Simple and condensed β-lactams. Part 27. Reaction of 1-(4-methoxyphenyl)-4-(tetrazol-5-yl)azetidin-2-one and 1-(4-methoxyphenyl)-5-(tetrazol-5-yl-methyl)pyrrolidin-2-one with Cerium(IV) ammonium nitrate (CAN). Tetrahedron, 52(30), 10169-10184. https://doi.org/10.1016/0040-4020(96)00539-X

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title = "Simple and condensed β-lactams. Part 27. Reaction of 1-(4-methoxyphenyl)-4-(tetrazol-5-yl)azetidin-2-one and 1-(4-methoxyphenyl)-5-(tetrazol-5-yl-methyl)pyrrolidin-2-one with Cerium(IV) ammonium nitrate (CAN)",

abstract = "Treatment of pyrrolidinone 3a with CAN under the usual conditions leads to formation of spiro compound 12, rather than to N-demethoxyphenylation. A study of the reactions of compound 12 with sodium chloride and sodium iodide furnished the proof for our assumption that the related non-isolable compounds 6 and 11 are the intermediates of the anomalous reactions of compounds 1a and 2a, respectively, with CAN.",

author = "Giang, {Le Thanh} and J{\'o}zsef Fetter and K{\'a}roly Lempert and M{\'a}ria Kajt{\'a}r-Peredy and {\'A}gnes G{\"o}m{\"o}ry",

year = "1996",

month = jul,

day = "22",

doi = "10.1016/0040-4020(96)00539-X",

language = "English",

volume = "52",

pages = "10169--10184",

journal = "Tetrahedron",

issn = "0040-4020",

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Giang, LT, Fetter, J, Lempert, K, Kajtár-Peredy, M & Gömöry, Á 1996, 'Simple and condensed β-lactams. Part 27. Reaction of 1-(4-methoxyphenyl)-4-(tetrazol-5-yl)azetidin-2-one and 1-(4-methoxyphenyl)-5-(tetrazol-5-yl-methyl)pyrrolidin-2-one with Cerium(IV) ammonium nitrate (CAN)', Tetrahedron, vol. 52, no. 30, pp. 10169-10184. https://doi.org/10.1016/0040-4020(96)00539-X

Simple and condensed β-lactams. Part 27. Reaction of 1-(4-methoxyphenyl)-4-(tetrazol-5-yl)azetidin-2-one and 1-(4-methoxyphenyl)-5-(tetrazol-5-yl-methyl)pyrrolidin-2-one with Cerium(IV) ammonium nitrate (CAN). / Giang, Le Thanh; Fetter, József; Lempert, Károly et al.
In: Tetrahedron, Vol. 52, No. 30, 22.07.1996, p. 10169-10184.

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

TY - JOUR

T1 - Simple and condensed β-lactams. Part 27. Reaction of 1-(4-methoxyphenyl)-4-(tetrazol-5-yl)azetidin-2-one and 1-(4-methoxyphenyl)-5-(tetrazol-5-yl-methyl)pyrrolidin-2-one with Cerium(IV) ammonium nitrate (CAN)

AU - Giang, Le Thanh

AU - Fetter, József

AU - Lempert, Károly

AU - Kajtár-Peredy, Mária

AU - Gömöry, Ágnes

PY - 1996/7/22

Y1 - 1996/7/22

N2 - Treatment of pyrrolidinone 3a with CAN under the usual conditions leads to formation of spiro compound 12, rather than to N-demethoxyphenylation. A study of the reactions of compound 12 with sodium chloride and sodium iodide furnished the proof for our assumption that the related non-isolable compounds 6 and 11 are the intermediates of the anomalous reactions of compounds 1a and 2a, respectively, with CAN.

AB - Treatment of pyrrolidinone 3a with CAN under the usual conditions leads to formation of spiro compound 12, rather than to N-demethoxyphenylation. A study of the reactions of compound 12 with sodium chloride and sodium iodide furnished the proof for our assumption that the related non-isolable compounds 6 and 11 are the intermediates of the anomalous reactions of compounds 1a and 2a, respectively, with CAN.

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U2 - 10.1016/0040-4020(96)00539-X

DO - 10.1016/0040-4020(96)00539-X

M3 - Article

AN - SCOPUS:0030598099

SN - 0040-4020

VL - 52

SP - 10169

EP - 10184

JO - Tetrahedron

JF - Tetrahedron

IS - 30

ER -

Simple and condensed β-lactams. Part 27. Reaction of 1-(4-methoxyphenyl)-4-(tetrazol-5-yl)azetidin-2-one and 1-(4-methoxyphenyl)-5-(tetrazol-5-yl-methyl)pyrrolidin-2-one with Cerium(IV) ammonium nitrate (CAN)

Abstract

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