Synthesis of furocoumarins via rhodium(II)-catalysed heterocyclisation of 3-diazobenzopyran-2,4(3H)-dione with terminal alkynes

S. Tollari; G. Palmisano; S. Cenini; G. Cravotto; G. B. Giovenzana; A. Penoni

doi:10.1055/s-2001-12765

Synthesis of furocoumarins via rhodium(II)-catalysed heterocyclisation of 3-diazobenzopyran-2,4(3H)-dione with terminal alkynes

S. Tollari
, G. Palmisano
, S. Cenini
, G. Cravotto
, G. B. Giovenzana
, A. Penoni

Department of Pharmaceutical Sciences

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

Abstract

The rhodium (II) acetate-catalysed decomposition of 3-diazobenzopyran-2,4(3H)-dione in the presence of a terminal alkyne gave rise to a mixture of isomeric 2-substituted furo[3,2c]coumarin and furo[2,3-b]coumarin, resulting from a formal [3+2] cycloaddition.

Original language	English
Pages (from-to)	735-740
Number of pages	6
Journal	Synthesis
Issue number	5
DOIs	https://doi.org/10.1055/s-2001-12765
Publication status	Published - 2001

Keywords

Diazocarbonyl compounds
Diazocoumarins
Furocoumarins
Heterocyclisation
Rhodium carbene

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10.1055/s-2001-12765

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title = "Synthesis of furocoumarins via rhodium(II)-catalysed heterocyclisation of 3-diazobenzopyran-2,4(3H)-dione with terminal alkynes",

abstract = "The rhodium (II) acetate-catalysed decomposition of 3-diazobenzopyran-2,4(3H)-dione in the presence of a terminal alkyne gave rise to a mixture of isomeric 2-substituted furo[3,2c]coumarin and furo[2,3-b]coumarin, resulting from a formal [3+2] cycloaddition.",

keywords = "Diazocarbonyl compounds, Diazocoumarins, Furocoumarins, Heterocyclisation, Rhodium carbene",

author = "S. Tollari and G. Palmisano and S. Cenini and G. Cravotto and Giovenzana, \{G. B.\} and A. Penoni",

year = "2001",

doi = "10.1055/s-2001-12765",

language = "English",

pages = "735--740",

journal = "Synthesis",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

number = "5",

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TY - JOUR

T1 - Synthesis of furocoumarins via rhodium(II)-catalysed heterocyclisation of 3-diazobenzopyran-2,4(3H)-dione with terminal alkynes

AU - Tollari, S.

AU - Palmisano, G.

AU - Cenini, S.

AU - Cravotto, G.

AU - Giovenzana, G. B.

AU - Penoni, A.

PY - 2001

Y1 - 2001

N2 - The rhodium (II) acetate-catalysed decomposition of 3-diazobenzopyran-2,4(3H)-dione in the presence of a terminal alkyne gave rise to a mixture of isomeric 2-substituted furo[3,2c]coumarin and furo[2,3-b]coumarin, resulting from a formal [3+2] cycloaddition.

AB - The rhodium (II) acetate-catalysed decomposition of 3-diazobenzopyran-2,4(3H)-dione in the presence of a terminal alkyne gave rise to a mixture of isomeric 2-substituted furo[3,2c]coumarin and furo[2,3-b]coumarin, resulting from a formal [3+2] cycloaddition.

KW - Diazocarbonyl compounds

KW - Diazocoumarins

KW - Furocoumarins

KW - Heterocyclisation

KW - Rhodium carbene

UR - https://www.scopus.com/pages/publications/0035029756

U2 - 10.1055/s-2001-12765

DO - 10.1055/s-2001-12765

M3 - Article

SN - 0039-7881

SP - 735

EP - 740

JO - Synthesis

JF - Synthesis

IS - 5

ER -

Synthesis of furocoumarins via rhodium(II)-catalysed heterocyclisation of 3-diazobenzopyran-2,4(3H)-dione with terminal alkynes

Abstract

Keywords

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