SNAr reactions of β-substituted porphyrins and the synthesis of meso substituted tetrabenzoporphyrins
作者:Mathias O. Senge、Ines Bischoff
DOI:10.1016/j.tetlet.2003.12.121
日期:2004.2
suitable for further transformations with residues such as –p-C6H5Br, –p-C6H5–CCH, –p-C6H5–NH2 or –(CH2)3–CHCH2. Similar reactions of tetrabenzoporphyrin with alkyllithium reagents afforded the first entry into meso mono- and dialkylsubstituted tetrabenzoporphyrins while reaction of bicyclo[2.2.2]oct-type masked isoindole precursors with LiR followed by in situ retro-Diels–Alder reaction also afforded
- 2,3,7,8,12,13,17,18-八乙基卟啉与含有官能团的容易产率中位取代的适合于与残基如进一步转化衍生物LIR试剂的反应p -C 6 H ^ 5 BR, - p - C 6 H 5 –CCH,– p -C 6 H 5 –NH 2或–(CH 2)3 –CHCH 2。四苯并卟啉与烷基锂试剂的类似反应提供了首先进入内消旋的单和二烷基取代的四苯并卟啉,而双环[2.2.2]八型掩蔽的异吲哚前体与LiR的反应,然后原位逆Diels-Alder反应也提供了5-高纯度的苯基和5,10-二苯基四苯并卟啉。