Synthesis and cascade reactions of diallenyl α-disulfones and sulfinyl sulfones

Samuel Braverman; Marina Cherkinsky; Israel Goldberg; Milon Sprecher

doi:10.1016/j.tetlet.2007.07.143

Synthesis and cascade reactions of diallenyl α-disulfones and sulfinyl sulfones

Samuel Braverman^*, Marina Cherkinsky, Israel Goldberg, Milon Sprecher

^*Corresponding author for this work

School of Chemistry

Bar-Ilan University

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

7 Scopus citations

Abstract

The synthesis and reactivity of diallenic α-disulfones and diallenic sulfinyl sulfones are described. Both types of compound exhibit enhanced reactivity relative to their saturated counterparts, and react spontaneously at low temperature, upon preparation, to yield novel and functionalized bicyclic products. Possible mechanisms for their multi-step rearrangements are suggested.

Original language	English
Pages (from-to)	6713-6716
Number of pages	4
Journal	Tetrahedron Letters
Volume	48
Issue number	38
DOIs	https://doi.org/10.1016/j.tetlet.2007.07.143
State	Published - 17 Sep 2007

Keywords

Allenes
Sulfinyl sulfones
Tandem reaction
α-Disulfones
γ-Sultines
γ-Sultones

Access to Document

10.1016/j.tetlet.2007.07.143

Cite this

@article{4b366aa844434ff984753de42385ea98,

title = "Synthesis and cascade reactions of diallenyl α-disulfones and sulfinyl sulfones",

abstract = "The synthesis and reactivity of diallenic α-disulfones and diallenic sulfinyl sulfones are described. Both types of compound exhibit enhanced reactivity relative to their saturated counterparts, and react spontaneously at low temperature, upon preparation, to yield novel and functionalized bicyclic products. Possible mechanisms for their multi-step rearrangements are suggested.",

keywords = "Allenes, Sulfinyl sulfones, Tandem reaction, α-Disulfones, γ-Sultines, γ-Sultones",

author = "Samuel Braverman and Marina Cherkinsky and Israel Goldberg and Milon Sprecher",

note = "Funding Information: This work was supported by a grant from the Israel Science Foundation (Grant No. 919-05). ",

year = "2007",

month = sep,

day = "17",

doi = "10.1016/j.tetlet.2007.07.143",

language = "אנגלית",

volume = "48",

pages = "6713--6716",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "38",

}

TY - JOUR

T1 - Synthesis and cascade reactions of diallenyl α-disulfones and sulfinyl sulfones

AU - Braverman, Samuel

AU - Cherkinsky, Marina

AU - Goldberg, Israel

AU - Sprecher, Milon

N1 - Funding Information: This work was supported by a grant from the Israel Science Foundation (Grant No. 919-05).

PY - 2007/9/17

Y1 - 2007/9/17

N2 - The synthesis and reactivity of diallenic α-disulfones and diallenic sulfinyl sulfones are described. Both types of compound exhibit enhanced reactivity relative to their saturated counterparts, and react spontaneously at low temperature, upon preparation, to yield novel and functionalized bicyclic products. Possible mechanisms for their multi-step rearrangements are suggested.

AB - The synthesis and reactivity of diallenic α-disulfones and diallenic sulfinyl sulfones are described. Both types of compound exhibit enhanced reactivity relative to their saturated counterparts, and react spontaneously at low temperature, upon preparation, to yield novel and functionalized bicyclic products. Possible mechanisms for their multi-step rearrangements are suggested.

KW - Allenes

KW - Sulfinyl sulfones

KW - Tandem reaction

KW - α-Disulfones

KW - γ-Sultines

KW - γ-Sultones

UR - http://www.scopus.com/inward/record.url?scp=34548039744&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2007.07.143

DO - 10.1016/j.tetlet.2007.07.143

M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???

AN - SCOPUS:34548039744

SN - 0040-4039

VL - 48

SP - 6713

EP - 6716

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 38

ER -

Synthesis and cascade reactions of diallenyl α-disulfones and sulfinyl sulfones

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this