000			01886nam a22002537a 4500
003			ZW-GwMSU
005			20250311094519.0
008			250311b |||||||| |||| 00| 0 eng d
022			_a09743626
040			_aMSU _bEnglish _cMSU _erda
050	0	0	_aQD31 JOU
100	1		_aGangadhararao, G. _eauthor
245	1	0	_aCyclodiphosphazanes as synthetic probes: P-C/P-N bond formation from the reaction with functionalized propargyl alcohols and N-hydroxy substrates / _ccreated by G. Gangadhararao and K. K. Kumara Swamy
264	1		_aBangalore : _bSprinter, _c2015.
336			_2rdacontent _atext _btxt
337			_2rdamedia _aunmediated _bn
338			_2rdacarrier _avolume _bnc
440			_aJournal of chemical sciences _vVolume 127, number 2,
520	3		_aPhosphano-indoles were synthesized in a fairly straightforward route from the reaction of simple cyclodiphosphazanes [XP(μ-N-t-Bu)2PY] [X = Y = NH-t-Bu (1a); X = Y = NH-i-Pr (1b)] with o-aminophenyl functionalized propargyl alcohols. The reaction occurs via an allene intermediate formed by P III-O-C → P V(O)-C rearrangement, followed by cyclization utilizing the central allenic carbon and the –NH2 functionality. In a similar way, cyclodiphosphazanes [XP(μ-N-t-Bu)2PY] [X = Y = Cl (1c); X = Cl, Y = NH-t-Bu (1d)] have been treated with N-hydroxy substrates to obtain novel P III-O-N → P V(O)-N rearranged products. X-ray structures of the four products, 2-(1-phenyl-ethyl)-3-[(t-Bu)NH)P(μ-N-t-Bu)2P(O)]-indole [14], cis-{[-C(=O)-C6 H 4-C(=O)-]-N-P(=O)-N-t-Bu}2 [cis-18], trans-{[-C(=O)-C6 H 4-C(=O)-]-N-P(=O)-N-t-Bu}2 [trans-18] and cis-[(t-BuNH)P(μ-N- t−Bu)2P(=O)-N{ -C(=O)-CH2-CH2-C(=O)-}] [cis- 19] are also reported.
650			_aCyclodiphosphazanes _vCs–trans isomerism _xAllenes
700	1		_aSwamy, K. K. Kumara _eco author
856			_uhttps://doi.org/10.1007/s12039-015-0772-7
942			_2lcc _cJA
999			_c169241 _d169241