Stille couplings of 3-(trimethylstannyl)-5-bromo-2-pyrone for the syntheses of 3-aryl-5-bromo-2-pyrones and their ambident dienyl characters

Jin Hee Lee; Won Suk Kim; Young Yiol Lee; Cheon Gyu Cho

doi:10.1016/S0040-4039(02)01182-6

Stille couplings of 3-(trimethylstannyl)-5-bromo-2-pyrone for the syntheses of 3-aryl-5-bromo-2-pyrones and their ambident dienyl characters

Jin Hee Lee
, Won Suk Kim
, Young Yiol Lee
, Cheon Gyu Cho

Department of Chemistry & Nanoscience

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

41 Scopus citations

Abstract

3-(Trimethylstannyl)-5-bromo-2-pyrone underwent facile Stille coupling reactions with aryl halides to produce various 3-substituted 5-bromo-2-pyrones. The resulting 3-aryl-2-pyrone derivatives underwent both normal and inverse electron demand D-A cycloadditions depending on the type of the dienophiles being reacted.

Original language	English
Pages (from-to)	5779-5782
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	33
DOIs	https://doi.org/10.1016/S0040-4039(02)01182-6
State	Published - 12 Aug 2002

Bibliographical note

Funding Information:
This work was supported by a grant of the Korea Health 21 R&D Project, Ministry of Health & Welfare, Republic of Korea.

Access to Document

10.1016/S0040-4039(02)01182-6

Cite this

@article{0c46fbbc556a4c6282f65a8ad07337ab,

title = "Stille couplings of 3-(trimethylstannyl)-5-bromo-2-pyrone for the syntheses of 3-aryl-5-bromo-2-pyrones and their ambident dienyl characters",

abstract = "3-(Trimethylstannyl)-5-bromo-2-pyrone underwent facile Stille coupling reactions with aryl halides to produce various 3-substituted 5-bromo-2-pyrones. The resulting 3-aryl-2-pyrone derivatives underwent both normal and inverse electron demand D-A cycloadditions depending on the type of the dienophiles being reacted.",

author = "Lee, \{Jin Hee\} and Kim, \{Won Suk\} and Lee, \{Young Yiol\} and Cho, \{Cheon Gyu\}",

note = "Funding Information: This work was supported by a grant of the Korea Health 21 R\&D Project, Ministry of Health \& Welfare, Republic of Korea. ",

year = "2002",

month = aug,

day = "12",

doi = "10.1016/S0040-4039(02)01182-6",

language = "English",

volume = "43",

pages = "5779--5782",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "33",

}

TY - JOUR

T1 - Stille couplings of 3-(trimethylstannyl)-5-bromo-2-pyrone for the syntheses of 3-aryl-5-bromo-2-pyrones and their ambident dienyl characters

AU - Lee, Jin Hee

AU - Kim, Won Suk

AU - Lee, Young Yiol

AU - Cho, Cheon Gyu

N1 - Funding Information: This work was supported by a grant of the Korea Health 21 R&D Project, Ministry of Health & Welfare, Republic of Korea.

PY - 2002/8/12

Y1 - 2002/8/12

N2 - 3-(Trimethylstannyl)-5-bromo-2-pyrone underwent facile Stille coupling reactions with aryl halides to produce various 3-substituted 5-bromo-2-pyrones. The resulting 3-aryl-2-pyrone derivatives underwent both normal and inverse electron demand D-A cycloadditions depending on the type of the dienophiles being reacted.

AB - 3-(Trimethylstannyl)-5-bromo-2-pyrone underwent facile Stille coupling reactions with aryl halides to produce various 3-substituted 5-bromo-2-pyrones. The resulting 3-aryl-2-pyrone derivatives underwent both normal and inverse electron demand D-A cycloadditions depending on the type of the dienophiles being reacted.

UR - https://www.scopus.com/pages/publications/0037068190

U2 - 10.1016/S0040-4039(02)01182-6

DO - 10.1016/S0040-4039(02)01182-6

M3 - Article

AN - SCOPUS:0037068190

SN - 0040-4039

VL - 43

SP - 5779

EP - 5782

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 33

ER -

Stille couplings of 3-(trimethylstannyl)-5-bromo-2-pyrone for the syntheses of 3-aryl-5-bromo-2-pyrones and their ambident dienyl characters

Abstract

Bibliographical note

Access to Document

Fingerprint

Cite this