Reactions of 1,4-dilithiobutadienes with isothiocyanates: preparation of iminocyclopentadiene derivatives via cleavage of the C = S double bond of a RN = C = S molecule

Wang, CY
Song, QL
Xi, ZF

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Publication date

January 2004

DOI

10.1016/j.tet.2004.04.045

Publisher

tetrahedron

ISSN

0040-4020

Journal

issn:0040-4020

Abstract

Reaction patterns of 1,4-dilithio-butadiene derivatives with isothiocyanates RN=C=S and isocyanates RN=C=O were investigated and synthetically useful preparative methods were developed. Isothiocyanates reacted with 1,4-dilithio-butadienes to afford iminocyclopentadiene derivatives in excellent isolated yields and high selectivity. When aromatic isothiocyanates were used, cleavage of the C=S double bond of a RN C=S molecule took place via a successive inter-intramolecular carbophilic addition. A number of products were obtained from the reaction of isocyanates with 1,4-dilithio-butadienes, probably due to the high reactivity of isocyanates towards 1,4-dilithio-butadienes. (C) 2004 Elsevier Ltd. All rights reserved.http://gateway.webofknowled...

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Reactions of 1,4-dilithiobutadienes with isothiocyanates: preparation of iminocyclopentadiene derivatives via cleavage of the C = S double bond of a RN = C = S molecule

Abstract

Extracted data

Reactions of 1,4-dilithiobutadienes with isothiocyanates: preparation of iminocyclopentadiene derivatives via cleavage of the C = S double bond of a RN = C = S molecule

Abstract

Extracted data

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