Anellated heterophospholes

Bansal, R. K.; Karaghiosoff, Konstantin; Schmidpeter, Alfred

doi:10.1016/s0040-4020(01)85258-3

Cited by 79 publications

(36 citation statements)

References 120 publications

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“…The behavior of 2-phosphaindolizines toward H 2 S and sulfur resembles that of thiazolo [2,3-e] [1,2,4,3]triazaphospholes only in part -1,2-addition and concomitant oxidation of phosphorus occur to form zwitterionic products 2, but, in contrast, ring opening does not take place.…”

Section: Reaction Of 2-phosphaindolizines With H 2 S and Sulfurmentioning

confidence: 98%

Sulfur and selenium derivatives of 2-phosphaindolizines

et al. 1998

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The 2‐phosphaindolizines 1 react with hydrogen sulfide and elemental sulfur to give the new zwitterionic heterocyclic systems 2 of the N‐pyridiniomethyl dithiophosphinate type. In contrast, no reaction is observed with sulfur alone. MeI methylates 2e,f at sulfur. The analogous pyridiniodiselenophosphinate 5 results from the reaction of 1a with 1,3,2,4‐diselenadiphosphetane‐2,4‐diselenide, 4a, in the absence of an additional base. As a further product, the perselenophosphinic anhydride 6 is identified. In the presence of triethylamine, 1a reacts with each of the diselenides 4a–c to give the new triethylammonium diselenophosphinates 7a–c, respectively. This reaction can be extended to 1‐aza‐2‐phosphaindolizine, 8, which yields with each of 4a,b and NEt3 the diselenophosphinates 9a,b, respectively. The anhydride 6 and the diselenophosphinates 7 and 9 result from an electrophilic substitution at the phosphaindolizine ring. © 1998 John Wiley & Sons, Inc. Heteroatom Chem 9:445–452, 1998

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Section: Reaction Of 2-phosphaindolizines With H 2 S and Sulfurmentioning

confidence: 98%

Sulfur and selenium derivatives of 2-phosphaindolizines

et al. 1998

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“…In one of our reviews [115][116][117][118][119][120], we therefore called the azaphospholes a postscript chapter to heterocyclic chemistry.…”

Section: Alfred Schmidpetermentioning

confidence: 99%

Molecules that we made: An essay on phosphorus chemistry

Schmidpeter¹

1999

Heteroatom Chem.

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“…Mainly four methods, namely [4+1] condensation [1][2][3][4][5][6], and [3+2] cyclocondensation [1,7,8], [3+2] cycloaddition [1,[9][10][11][12][13][14][15], and 1,5-electrocyclization [16,17], have been developed for the anellated azaphospholes [18] during the last few years. These methods are in fact extension of the methods employed for the non-phosphorus analogues [19].…”

Section: Introductionmentioning

confidence: 99%