Acid-promoted transformations of 1-(diphenylphosphoryl)allenes: synthesis of novel 1,4-dihydrophosphinoline 1-oxides-Reference-Cited by-同舟云学术

Acid-promoted transformations of 1-(diphenylphosphoryl)allenes: synthesis of novel 1,4-dihydrophosphinoline 1-oxides

Published:2015 Issue:5 Volume:13 Page:1333-1338
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Bogachenkov Alexander S.¹²³⁴⁵,Dogadina Albina V.¹⁶⁴⁵,Boyarskiy Vadim P.¹²³⁴⁵,Vasilyev Aleksander V.¹²³⁴⁵

Affiliation:

1. Department of Organic Chemistry

2. Institute of Chemistry

3. Saint Petersburg State University (SPbSU)

4. Saint Petersburg

5. Russia

6. Saint Petersburg Institute of Technology (Technical University)

Abstract

1-(Diphenylphosphoryl)alka-1,2-dienes in acids (TfOH, FSO₃H, H₂SO₄) give (3-hydroxyalk-1-en-1-yl)diphenylphosphine oxides, that are further converted into 1-phenyl-1,4-dihydrophosphinoline 1-oxides. The latter compounds are directly formed from these 1,2-dienes under the action of AlCl₃.

Funder

Russian Foundation for Basic Research

Saint Petersburg State University

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/OB/C4OB02269F

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4. Modern Allene Chemistry, ed. N. Krause and A. S. K. Hashmi, Wiley-VCH, Weinheim, Germany, 2004, vol. 1, p. 2

5. Synthesizing Allenes Today (1982-2006)

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