New synthetic methods for olefins from secondary phosphates and thiophosphates

Shimagaki, Masayuki; Fujieda, Y.; Kimura, Taro; Nakata, Tadashi

doi:10.1016/0040-4039(94)02324-5

Cited by 13 publications

(6 citation statements)

References 7 publications

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“…440 LR was applied for the synthesis of olefins 341 from phosphates 339 and thiophosphates 340 in refluxing xylene, toluene, or benzene in 50-79% yields (Scheme 96). 442 On the way to synthesize new metal dithiolenes 96, 342, 343 from imidazolidine-2-thione-4,5-diones 94, treatment of 94 with LR in the presence of desired metals as powder or in chloride form in refluxing toluene between 20 min to 1 h yielded 96, 342, and 343 along with 90 and 344 (Scheme 97). 443 Conversion of the oxo groups of various ligands to thio with LR was reported.…”

Section: Miscellaneousmentioning

confidence: 99%

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Use of Lawesson's Reagent in Organic Syntheses

2007

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His Ph.D. research involves the synthesis of dithienothiophene (DTT) and ethenedithiothiophene (EDTT) type compounds and their electrochemical polymerizations. His other research area includes controlled release of anticancer drugs in biodegradable polymers. Scheme 2. Thionation Mechanism of 3 and 4 Scheme 3. Formation of the Side Product 8 Scheme 4. Synthesis of 1,3,2-Dithiaphosphetane 2-Sulfides

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Section: Miscellaneousmentioning

confidence: 99%

“…LR was applied for the synthesis of olefins 341 from phosphates 339 and thiophosphates 340 in refluxing xylene, toluene, or benzene in 50−79% yields (Scheme ) …”

Section: 18 Miscellaneousmentioning

confidence: 99%

Use of Lawesson's Reagent in Organic Syntheses

2007

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“…Although the reaction mechanism was not revealed, this reaction proved the de(thio)phosphorylation of LR (Scheme 9). [22] In 2007, Joel Terán and co-workers revealed a solventdependent product formation reaction between (1'S)-1-(1'-Phenylethyl)piperidine-2,4-dione and LR. When using toluene as the solvent, (1'-phenylethyl)-5,6-dihydropyridin-2(1H)-thione was obtained in a 90 % yield.…”

Section: Dehydration Function Of Lrmentioning

confidence: 99%

Lawesson's Reagent‐Mediated Deoxygenation Reactions

et al. 2022

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In recent years, some new functions of Lawesson's reagent have been revealed, among which the deoxygenation reactions account for the most and have been applied in the syntheses of natural products and functional materials. However, this field has not been reviewed in detail. In continuation of our research interest in sulfur chemistry, herein we reviewed the recent advances in LR‐mediated deoxygenation reactions from the following four aspects: deoxygenation, dehydration, decarbonylation, and miscellaneous. This review not only may provide ideas for removing oxygen atoms from various functional groups, but also may promote the divergent syntheses of natural products in different families.

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“…235 In Scheme 71, the mechanism is described for the mono- yield and olefin 175 could be prepared quantitatively (Scheme 72). 236 Daran and co-workers discovered a protonation-dealkylation reaction with LR and N-dimethyl ylide chromium complexes (Scheme 73). 237 Demetallation of the chromium complexes yielded unsaturated N-monoalkylated lactams.…”

Section: Preparation Of Other Compoundsmentioning

confidence: 99%