Diels-Alder reactions of anthracenes with C-sulfonyldithioformates

I. El-Sayed; O.M. Ali; A. Fischer; Alexander Erich Eugen Senning

Diels-Alder reactions of anthracenes with C-sulfonyldithioformates

I. El-Sayed, O.M. Ali, A. Fischer, Alexander Erich Eugen Senning

Department of Chemistry

Research output: Contribution to journal › Journal article › Research › peer-review

Abstract

C-Sulfonyldithioformates (2) (R-1 = ArSO2, R 2 = ArS) readily add to anthracene and 9-methylanthracene (1) in a Diels-Alder fashion with formation of 9,10-dihydro-10,9-(epithiomethano)anthracenes (3) which in turn may suffer thermally induced elimination of arenesulfinic acid to yield the 9-anthracenedithiocarboxylic esters (4). The reactions with the unsymmetrical diene 9-methylanthracene take place in a highly stereoselective fashion.

Original language	English
Journal	Heteroatom Chemistry
Volume	14
Issue number	2
Pages (from-to)	170-174
ISSN	1042-7163
Publication status	Published - 2003

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title = "Diels-Alder reactions of anthracenes with C-sulfonyldithioformates",

abstract = "C-Sulfonyldithioformates (2) (R-1 = ArSO2, R 2 = ArS) readily add to anthracene and 9-methylanthracene (1) in a Diels-Alder fashion with formation of 9,10-dihydro-10,9-(epithiomethano)anthracenes (3) which in turn may suffer thermally induced elimination of arenesulfinic acid to yield the 9-anthracenedithiocarboxylic esters (4). The reactions with the unsymmetrical diene 9-methylanthracene take place in a highly stereoselective fashion.",

author = "I. El-Sayed and O.M. Ali and A. Fischer and Senning, \{Alexander Erich Eugen\}",

year = "2003",

language = "English",

volume = "14",

pages = "170--174",

journal = "Heteroatom Chemistry",

issn = "1042-7163",

publisher = "John Wiley and Sons Inc",

number = "2",

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TY - JOUR

T1 - Diels-Alder reactions of anthracenes with C-sulfonyldithioformates

AU - El-Sayed, I.

AU - Ali, O.M.

AU - Fischer, A.

AU - Senning, Alexander Erich Eugen

PY - 2003

Y1 - 2003

N2 - C-Sulfonyldithioformates (2) (R-1 = ArSO2, R 2 = ArS) readily add to anthracene and 9-methylanthracene (1) in a Diels-Alder fashion with formation of 9,10-dihydro-10,9-(epithiomethano)anthracenes (3) which in turn may suffer thermally induced elimination of arenesulfinic acid to yield the 9-anthracenedithiocarboxylic esters (4). The reactions with the unsymmetrical diene 9-methylanthracene take place in a highly stereoselective fashion.

AB - C-Sulfonyldithioformates (2) (R-1 = ArSO2, R 2 = ArS) readily add to anthracene and 9-methylanthracene (1) in a Diels-Alder fashion with formation of 9,10-dihydro-10,9-(epithiomethano)anthracenes (3) which in turn may suffer thermally induced elimination of arenesulfinic acid to yield the 9-anthracenedithiocarboxylic esters (4). The reactions with the unsymmetrical diene 9-methylanthracene take place in a highly stereoselective fashion.

M3 - Journal article

SN - 1042-7163

VL - 14

SP - 170

EP - 174

JO - Heteroatom Chemistry

JF - Heteroatom Chemistry

IS - 2

ER -

Diels-Alder reactions of anthracenes with C-sulfonyldithioformates

Abstract

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