A NEW AND EFFICIENT PREPARATION OF CYCLIC CARBODIIMIDES FROM BIS(IMINOPHOSPHORANES) AND THE SYSTEM BOC(2)O/DMAP

被引:36
作者
MOLINA, P [1 ]
ALAJARIN, M [1 ]
SANCHEZANDRADA, P [1 ]
ELGUERO, J [1 ]
JIMENO, ML [1 ]
机构
[1] CSIC, INST QUIM MED, E-28006 MADRID, SPAIN
关键词
D O I
10.1021/jo00103a022
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A one-pot synthesis of cyclic carbodiimides which involves reaction of C,C-bis(aryliminophosphoranes) connected by aliphatic bridges with Boc(2)O in the presence of DMAP is described. The method is also applicable when a heteroatom such as oxygen or nitrogen is incorporated into the tether connecting the two aromatic rings. A conformation study has been carried out on carbodiimide 23a, which posseses a central nine-membered ring, using H-1 NMR spectroscopy and semiempirical as well as molecular mechanics calculations.
引用
收藏
页码:7306 / 7315
页数:10
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