1,3‐Dithiole mit anelliertem Cyclopentadienring | Zendy

Hartke Klaus | Zendy; Timpe Carsten | Zendy

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1,3‐Dithiole mit anelliertem Cyclopentadienring

Author(s) -

Hartke Klaus,

Timpe Carsten

Publication year - 1994

Publication title -

liebigs annalen der chemie

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0170-2041

DOI - 10.1002/jlac.199419940212

Subject(s) - chemistry , iminium , cyclopentadiene , pyrrolidine , yield (engineering) , acetone , ring (chemistry) , medicinal chemistry , sodium , organic chemistry , polymer chemistry , catalysis , materials science , metallurgy

1,3‐Dithiols with an Annulated Cyclopentadiene Ring 5‐Chloro‐2‐cyclopenten‐1‐ones 4 react with sodium N, N ‐di‐alkyldithiocarbamates to form the dithiocarbamic esters 5 . These are cyclized by strong acids to yield either in a Michael addition the iminium salts 6 or in a condensation reaction the iminium salts 7 . Sulfhydrolysis of 7 gives rise to the 4 H ‐cyclopenta‐1,3‐dithiol‐2‐thione 8 . By cleavage of dithiuram disulfides 10 with sodium cyclopentadienide the [(dial‐kylamino)thiocarbonylthio]cyclopentadienes 12 and 13 are formed. They condense with acetone/pyrrolidine to give either the pentafulyenes 16 or the dihydropentalenes 17 .

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