Untersuchungen über künstliche Wirkstoffe, I. Mitteil.: Eine neue Synthese von symmetrischen Dialkyl‐diaryl‐äthylen‐Verbindungen.

Vargha, L.; Kovács, E.

doi:10.1002/cber.19420750709

Cited by 26 publications

(6 citation statements)

References 6 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Cl Vargha (159,212,213) developed an interesting synthesis with an over-all yield of 25 per cent from p-methoxypropiophenone (XXXIII) to stilbestrol dimethyl ether. The starting material is transformed into the hydrazone (LXXXI) and oxidized with mercuric oxide to anisylethyldiazomethane (LXXXII), which need not be isolated.…”

Section: Chso^^>coch<^^>och3mentioning

confidence: 99%

“…Vargha and Kovacs (213) used this method for the synthesis of the 4,4'dibromo analog (LXXXIV) of stilbestrol; by the action of cuprous iodids and ammonium hydroxide the bromo compound was converted to the 4,4'-diamino analog (LXXXV) and by a Sandmeyer reaction to stilbestrol; the latter could not be directly obtained from the dibromo compound (LXXXIV). (99) devised the shortest synthesis of stilbestrol with the impressive over-all yield of 22 per cent, including the final demethylation, starting from anethole hydrobromide (XXXIX).…”

Section: Chso^^>coch<^^>och3mentioning

confidence: 99%

“…a, /3-Diethylstilbene (trans) Inactive 5,000 (213) (171) The positive effect of methyl substitution will again be encountered in the triphenylmethane series, to be discussed later. Only brief mention needs to be made of analogs containing in the para-position aromatic substituents other than hydroxyl groups.…”

Section: CVImentioning

confidence: 99%

“…Only brief mention needs to be made of analogs containing in the para-position aromatic substituents other than hydroxyl groups. Vargha and Kovacs (213) prepared several bromo and amino derivatives of medium activity. The dibromo analog of stilbestrol (LXXXIV) is noteworthy because the cis-and ¿rans-isomerides do not differ in potency.…”

Section: CVImentioning

confidence: 99%

See 3 more Smart Citations

Synthetic Estrogens and the Relation Between their Structure and their Activity.

Solmssen¹

1945

Chem. Rev.

View full text Add to dashboard Cite

Section: Chso^^>coch<^^>och3mentioning

confidence: 99%

Section: Chso^^>coch<^^>och3mentioning

confidence: 99%

Section: CVImentioning

confidence: 99%

Section: CVImentioning

confidence: 99%

See 2 more Smart Citations

Synthetic Estrogens and the Relation Between their Structure and their Activity.

Solmssen¹

1945

Chem. Rev.

View full text Add to dashboard Cite

“…M. p. 125-126" (reported 125') (3). The crystals were immediately retnoved by filtration and the filtrate concentrated slightly by evaporation on a steam bath.…”

Section: Cis-and Trans-44'-dibromo-~~d-diethylstilbenementioning

confidence: 99%

Synthetic Analogs of the Adrenal Cortical Hormones. II. Synthesis of 4,4′-bis(acetoxyacetyl)-α,α′-diethylstilbene

Hager

Burgison²

1950

Journal of the American Pharmaceutical Association (Scientific

View full text Add to dashboard Cite

Twofold Extrusion Reactions

Guziec

2012

Organic Reactions

View full text Add to dashboard Cite

Twofold extrusion reactions are chemical transformations in which two small inorganic molecules or atoms connecting carbon or nitrogen atoms are lost, generating the corresponding carbon‐carbon or carbon‐nitrogen double bonds. These reactions are particularly useful for the preparation of sterically hindered alkenes and imines. The inorganic species liberated in twofold extrusion reactions can be molecular nitrogen, sulfur, selenium, tellurium, sulfur dioxide, sulfur monoxide, carbon dioxide or carbon monoxide. The most common precursors for twofold extrusion reactions are 1,3,4‐thiadiazolines, which thermally extrude molecular nitrogen affording thiiranes. These thiiranes can be readily desulfurized to afford the corresponding alkenes using tertiary phosphines. The corresponding 1,3,4‐selenadiazolines thermally extrude both molecular nitrogen and atomic selenium directly affording alkenes. Alkenes can also be prepared by formal extrusions of molecular nitrogen plus sulfur dioxide or sulfur monoxide. Extremely sterically hindered imines can be prepared by extrusions of molecular nitrogen and sulfur or selenium from in situ generated heterocyclic precursors. Other less common twofold extrusion reactions are also reported. The detailed preparations of the required precursors for the twofold extrusion reactions as well as the mechanisms of these extrusion processes are discussed in this chapter. The utility of twofold extrusion reactions in the preparations of ‘molecular rotors’ and other extremely sterically hindered alkenes is presented. The steric limitations of the twofold extrusion reactions are discussed along with comparisons of these reactions with other alkene‐ and imine‐forming synthetic methods. The Tabular Survey covers material through the end of 2009.

show abstract

Untersuchungen über künstliche Wirkstoffe, I. Mitteil.: Eine neue Synthese von symmetrischen Dialkyl‐diaryl‐äthylen‐Verbindungen.

Cited by 26 publications

References 6 publications

Synthetic Estrogens and the Relation Between their Structure and their Activity.

Synthetic Estrogens and the Relation Between their Structure and their Activity.

Synthetic Analogs of the Adrenal Cortical Hormones. II. Synthesis of 4,4′-bis(acetoxyacetyl)-α,α′-diethylstilbene

Twofold Extrusion Reactions

Contact Info

Product

Resources

About