N,N '-Unsubstituted Naphthodithiophene Diimide: Synthesis and Derivatization via N-Alkylation and -Arylation

作者：Nakano Masahiro^*; Sawamoto Masanori; Yuki Mizue; Takimiya Kazuo^*

来源：Organic Letters, 2016, 18(15): 3770-3773.

DOI：10.1021/acs.orglett.6b01785

An efficient and scalable method, for the synthesis of N,N'-unsubstituted naphtho [2,3-b:6,7-b']dithiophene-4,5,9,10-tetracarboxylic (NDTI) was newly developed, and the compound was utilized in the Mitsunobu reaction and copper-catalyzed coupling reaction with phenyl boronic acids to synthesize a range of N-alkyl- and phenyl-substituted NDTI derivatives. The new synthetic protocol to NDTI derivatives is advantageous over the previously reported one in terms of the amenability to large-scale synthesis and compatibility with the synthesis of a wide range of N-alkyl and phenyl derivatives, which can in turn pave the way to wide application of NDTI derivatives into electronic materials.

• 出版日期2016-8-5
• 单位RIKEN