A novel approach to 3-acylated indolizine structures via iodine-mediated hydrative cyclization

Ikyon Kim; Sun Gi Kim; Ji Young Kim; Ge Hyeong Lee

doi:10.1016/j.tetlet.2007.10.101

A novel approach to 3-acylated indolizine structures via iodine-mediated hydrative cyclization

Ikyon Kim, Sun Gi Kim, Ji Young Kim, Ge Hyeong Lee

Department of Pharmacy

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

51 Citations (Scopus)

Abstract

We have discovered a new route to 3-acylated indolizine structures via iodine-mediated hydrative cyclization. Reaction mechanism is proposed for this novel transformation, which involves a 5-exo-dig iodocyclization, deprotonation, incorporation of another iodo group, deprotonation, and subsequent replacement of the diiodo group by H₂O. Various 3-acylated indolizine derivatives were obtained using this mild procedure in good yields.

Original language	English
Pages (from-to)	8976-8981
Number of pages	6
Journal	Tetrahedron Letters
Volume	48
Issue number	51
DOIs	https://doi.org/10.1016/j.tetlet.2007.10.101
Publication status	Published - 2007 Dec 17

Bibliographical note

Funding Information:
We thank the Center for Biological Modulators and Korea Research Institute of Chemical Technology for generous financial support.

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2007.10.101

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title = "A novel approach to 3-acylated indolizine structures via iodine-mediated hydrative cyclization",

abstract = "We have discovered a new route to 3-acylated indolizine structures via iodine-mediated hydrative cyclization. Reaction mechanism is proposed for this novel transformation, which involves a 5-exo-dig iodocyclization, deprotonation, incorporation of another iodo group, deprotonation, and subsequent replacement of the diiodo group by H2O. Various 3-acylated indolizine derivatives were obtained using this mild procedure in good yields.",

author = "Ikyon Kim and Kim, {Sun Gi} and Kim, {Ji Young} and Lee, {Ge Hyeong}",

note = "Funding Information: We thank the Center for Biological Modulators and Korea Research Institute of Chemical Technology for generous financial support. ",

year = "2007",

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doi = "10.1016/j.tetlet.2007.10.101",

language = "English",

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journal = "Tetrahedron Letters",

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T1 - A novel approach to 3-acylated indolizine structures via iodine-mediated hydrative cyclization

AU - Kim, Ikyon

AU - Kim, Sun Gi

AU - Kim, Ji Young

AU - Lee, Ge Hyeong

N1 - Funding Information: We thank the Center for Biological Modulators and Korea Research Institute of Chemical Technology for generous financial support.

PY - 2007/12/17

Y1 - 2007/12/17

N2 - We have discovered a new route to 3-acylated indolizine structures via iodine-mediated hydrative cyclization. Reaction mechanism is proposed for this novel transformation, which involves a 5-exo-dig iodocyclization, deprotonation, incorporation of another iodo group, deprotonation, and subsequent replacement of the diiodo group by H2O. Various 3-acylated indolizine derivatives were obtained using this mild procedure in good yields.

AB - We have discovered a new route to 3-acylated indolizine structures via iodine-mediated hydrative cyclization. Reaction mechanism is proposed for this novel transformation, which involves a 5-exo-dig iodocyclization, deprotonation, incorporation of another iodo group, deprotonation, and subsequent replacement of the diiodo group by H2O. Various 3-acylated indolizine derivatives were obtained using this mild procedure in good yields.

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DO - 10.1016/j.tetlet.2007.10.101

M3 - Article

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SN - 0040-4039

VL - 48

SP - 8976

EP - 8981

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 51

ER -

A novel approach to 3-acylated indolizine structures via iodine-mediated hydrative cyclization

Abstract

Bibliographical note

All Science Journal Classification (ASJC) codes

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