2012
DOI: 10.1007/s10593-012-1013-3
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Novel quinine, lupinine, and anabasine derivatives containing dithiophosphinate groups

Abstract: A three-component, atom-economic reaction between natural quinine, lupinine, or anabasine, secondary phosphines, and elemental sulfur occurs under mild conditions to yield previously unknown optically active dithiophosphinates.

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Cited by 9 publications
(4 citation statements)
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“…Acidic organodithiophosphorus compounds like dithiophosphoric, dithiophosphonic and dithiophosphinic acids ( Figure 1) and the coordination compounds thereof have some industrial interest because of their use as a rubber vulcanizing agent (1,2), lubricating oil additives (3)(4)(5), metal flotation mediators (6)(7)(8), and pesticides (9)(10)(11). Potential uses as chemotherapeutic agents (12), clinical imaging aids (13) and antibiotic synergists are also investigated (14).…”
Section: Introductionmentioning
confidence: 99%
“…Acidic organodithiophosphorus compounds like dithiophosphoric, dithiophosphonic and dithiophosphinic acids ( Figure 1) and the coordination compounds thereof have some industrial interest because of their use as a rubber vulcanizing agent (1,2), lubricating oil additives (3)(4)(5), metal flotation mediators (6)(7)(8), and pesticides (9)(10)(11). Potential uses as chemotherapeutic agents (12), clinical imaging aids (13) and antibiotic synergists are also investigated (14).…”
Section: Introductionmentioning
confidence: 99%
“…Similar conditions were applied successfully to secondary aliphatic phosphines 562 [such as bis(2‐phenyl)phosphine] with alkaloids 563 (quinine, lupinine, anabasine) as well as hydrazine to give dithiophosphinates 564 in high yields (Scheme ).…”
Section: Sulfur As Building Block – Sulfuration Reactionsmentioning
confidence: 99%
“…Phosphor-1,1-dithiolates including dithiophosphate (DTP), dithiophosphinate (DTPA) and dithiophosphonate (DTPOA) ligands and their derivatives have many commercial applications such as floatation reagents in the recovery of industrial metal cations [1] , as additives in lubricants [2] , as pesticides in agriculture [3] and as precursors for chemical warfare [4] . They are also deemed to be a potential candidates to be used in the synthesis of antibiotics [5] and anticancoregenes against some tumors [6] .…”
Section: Introductionmentioning
confidence: 99%