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Generation and typical reactions of Thiocarbonyl Ylides


Mloston, Grzegorz; Heimgartner, Heinz (2000). Generation and typical reactions of Thiocarbonyl Ylides. Polish Journal of Chemistry, 74(11):1503-1532.

Abstract

In recent years, thiocarbonyl ylides found new applications as useful building blocks in syntheses of sulfur containing heterocycles. They were also shown to play an important role as key intermediates in two-step [3+2] cycloaddition reactions. Strategies explored for the generation of thiocarbonyl ylides and their typical reactions including [3+2] cycloadditions, 1,3- and 1,5-electrocyclizations, additions of OH, SH, and NH groups, and rearrangements are presented. Reactivities of isolable, push-pull stabilized thiocarbonyl ylides are compared with those proposed as transient species.

Abstract

In recent years, thiocarbonyl ylides found new applications as useful building blocks in syntheses of sulfur containing heterocycles. They were also shown to play an important role as key intermediates in two-step [3+2] cycloaddition reactions. Strategies explored for the generation of thiocarbonyl ylides and their typical reactions including [3+2] cycloadditions, 1,3- and 1,5-electrocyclizations, additions of OH, SH, and NH groups, and rearrangements are presented. Reactivities of isolable, push-pull stabilized thiocarbonyl ylides are compared with those proposed as transient species.

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Citations

65 citations in Web of Science®
72 citations in Scopus®
33 citations in Microsoft Academic
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Additional indexing

Item Type:Journal Article, refereed, further contribution
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:2000
Deposited On:16 Oct 2013 11:07
Last Modified:18 Apr 2018 11:43
Publisher:Polskie Towarzystwo Chemiczne
ISSN:0137-5083
Funders:Polish State Committee for Scientific Research, Swiss National Science Foundation, F. Hoffmann-La Roche AG, Basel
OA Status:Closed
Related URLs:http://www.ichf.edu.pl/pjch/pj-2000/pj112000.htm
Project Information:
  • : Funder
  • : Grant ID
  • : Project TitlePolish State Committee for Scientific Research
  • : FunderSNSF
  • : Grant ID
  • : Project TitleSwiss National Science Foundation
  • : Funder
  • : Grant ID
  • : Project TitleF. Hoffmann-La Roche AG, Basel

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