[1,3,4]THIAZAPHOSPHOLIDINE .4. [1,3,4]THIAZAPHOSPHOLIDINSULFIDE AND [1,3,4]THIAZAPHOSPHOLIDINOXIDE ETHINYLAMINOPHOSPHANES

FLUCK E, BIEGER K, HECKMANN G, WELLER F, Bögge H (1994)
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS 90(1-4): 59-78.

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Abstract
The synthesis of the ethinylaminophosphanes 1-5 from substituted alkinylmagnesium bromides and halogenoaminophosphanes is described. Reaction of 1 with various derivatives of urea yields the [1,3,4]thiazaphospholidines 6, 7, 11-13. 2 reacts with thiouracil to give compound 15, with 2-mercaptobenzimidazole to give compound 16 and 3 reacts with 2-mercaptobenzimidazole to give compound 17. The new [1,3,4]thiazaphospholidines can be transferred into the corresponding sulfides by heating with elemental sulfur or into their oxides by treatment with t-butyl-hydroperoxide. The spirocyclic compound 31 is the product from the reaction of 13 with o-chloranil. All new ethinylaminophosphanes, [1,3,4]thiazaphospholidines and their sulfides and oxides are characterized by nmr, mass and ir spectra. X-ray structure analyses of 15, 21 and 26 were performed.
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FLUCK E, BIEGER K, HECKMANN G, WELLER F, Bögge H. [1,3,4]THIAZAPHOSPHOLIDINE .4. [1,3,4]THIAZAPHOSPHOLIDINSULFIDE AND [1,3,4]THIAZAPHOSPHOLIDINOXIDE ETHINYLAMINOPHOSPHANES. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS. 1994;90(1-4):59-78.
FLUCK, E., BIEGER, K., HECKMANN, G., WELLER, F., & Bögge, H. (1994). [1,3,4]THIAZAPHOSPHOLIDINE .4. [1,3,4]THIAZAPHOSPHOLIDINSULFIDE AND [1,3,4]THIAZAPHOSPHOLIDINOXIDE ETHINYLAMINOPHOSPHANES. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 90(1-4), 59-78.
FLUCK, E., BIEGER, K., HECKMANN, G., WELLER, F., and Bögge, H. (1994). [1,3,4]THIAZAPHOSPHOLIDINE .4. [1,3,4]THIAZAPHOSPHOLIDINSULFIDE AND [1,3,4]THIAZAPHOSPHOLIDINOXIDE ETHINYLAMINOPHOSPHANES. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS 90, 59-78.
FLUCK, E., et al., 1994. [1,3,4]THIAZAPHOSPHOLIDINE .4. [1,3,4]THIAZAPHOSPHOLIDINSULFIDE AND [1,3,4]THIAZAPHOSPHOLIDINOXIDE ETHINYLAMINOPHOSPHANES. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 90(1-4), p 59-78.
E. FLUCK, et al., “[1,3,4]THIAZAPHOSPHOLIDINE .4. [1,3,4]THIAZAPHOSPHOLIDINSULFIDE AND [1,3,4]THIAZAPHOSPHOLIDINOXIDE ETHINYLAMINOPHOSPHANES”, PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, vol. 90, 1994, pp. 59-78.
FLUCK, E., BIEGER, K., HECKMANN, G., WELLER, F., Bögge, H.: [1,3,4]THIAZAPHOSPHOLIDINE .4. [1,3,4]THIAZAPHOSPHOLIDINSULFIDE AND [1,3,4]THIAZAPHOSPHOLIDINOXIDE ETHINYLAMINOPHOSPHANES. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS. 90, 59-78 (1994).
FLUCK, E, BIEGER, K, HECKMANN, G, WELLER, F, and Bögge, Hartmut. “[1,3,4]THIAZAPHOSPHOLIDINE .4. [1,3,4]THIAZAPHOSPHOLIDINSULFIDE AND [1,3,4]THIAZAPHOSPHOLIDINOXIDE ETHINYLAMINOPHOSPHANES”. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS 90.1-4 (1994): 59-78.
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