24308-39-2Relevant academic research and scientific papers
A mild, efficient approach for the synthesis of 1,5-disubstituted hydantoins
Olimpieri, Francesca,Bellucci, Maria Cristina,Volonterio, Alessandro,Zanda, Mateo
scheme or table, p. 6179 - 6188 (2010/03/04)
An efficient and straightforward two-step procedure for the synthesis of N-1 alkyl/aryl-substituted hydantoins was developed, starting from easily available starting materials. The procedure envisages a highly reglospecific domino condensation/aza-Michael
A simple synthetic protocol for the protection of amides, lactams, ureas, and carbamates
Reddy, Dandu R,Iqbal, Mohamed A,Hudkins, Robert L,Messina-McLaughlin, Patricia A,Mallamo, John P
, p. 8063 - 8066 (2007/10/03)
A new procedure for protecting the amide, lactam, urea, and carbamate NH group with a triphenylmethyl (Tr) group is described. The utility of this method is illustrated with molecules that contain other functional groups. A mild deprotection using trifluoroacetic acid makes this a useful method for attaching amide groups on resin for combinatorial synthesis.
A Kinetic Study of the Rearrangement of Triarylacetonitrile Oxides
Gibbs, Leslie W.,Wedegaertner, Donald K.
, p. 7320 - 7322 (2007/10/02)
The thermal rearrangement of triphenylacetonitrile oxide (1a) to triphenylmethyl isocyanate (2) is a first-order process.Rate constants at five temperatures between 116 and 190 deg C were determined giving ΔH(excit.) = 9.3 +/- 1.1 kcal/mol and ΔS(excit.) = -58.2 +/- 2.4 cal/mol*K.The rearrangement of substituted triarylacetonitrile oxides (1b-d) occur only slightly faster than that of 1a.These results are interpreted in terms of a concerted single-step rearrangement in which the highly ordered transition state (6c) has a degree of radical character.
