TY - JOUR T1 - Highly efficient chemoselective N-tert butoxycarbonylation of aliphatic/aromatic/heterocyclic amines using diphenylglycoluril as organocatalyst JF - Tetrahedron Y1 - 2020 A1 - Awasthi, Amardeep A1 - Mukherjee, Anagh A1 - Singh, Mandeep A1 - Rathee, Garima A1 - Vanka, Kumar A1 - Chandra, Ramesh KW - DFT studies KW - Diphenylglycouril KW - N-tert butoxycarbonylation KW - organocatalyst KW - Proton shuttle mechanism AB -

An efficient approach for the Chemoselective N-tert-butoxycarbonylation of a variety of amines using diphenylglycoluril as organocatalyst has been described. For the first time, a plausible mechanism for the N-tert-butoxycarbonylation has been proposed using density functional theory (DFT) calculations supported by NMR studies. The reusability of the organocatalyst and observation of the desired N-Boc protected amines being formed without the formation of side products like urea, oxazolidinone, isocyanate, and N, N-di-Boc derivatives makes the present protocol desirable. (C) 2020 Elsevier Ltd. All rights reserved.

VL - 76 IS - 23 U3 -

Foreign

U4 -

2.233

ER -