Australian Journal of Chemistry ( IF 1.0 ) Pub Date : 2015-07-24 , DOI: 10.1071/ch15266 Weston J Umstead 1 , Olga A Mukhina 1 , N N Bhuvan Kumar 1 , Andrei G Kutateladze 1
Rapid growth of complexity and unprecedented molecular architectures is realised via the excited state intramolecular proton transfer (ESIPT) in o-acylamidobenzaldehydes and ketones followed by [4+2] or [4+4] cycloadditions with subsequent post-photochemical modifications. The approach is congruent with diversity-oriented synthesis, whereby photoprecursors are synthesised in a modular fashion allowing for up to four diversity inputs. The complexity of the primary photoproducts is further enhanced using straightforward and high-yielding post-photochemical modification steps such as reactions with nitrile oxides and nitrones, and Povarov and oxa-Diels–Alder reactions.
中文翻译:
面向多样性的合成工具箱中的光诱导环加成:通过直接进行的后光化学修饰增加复杂性。
复杂性的快速增长和空前的分子结构是通过邻态-酰基酰胺基苯甲醛和酮中的激发态分子内质子转移(ESIPT),然后进行[4 + 2]或[4 + 4]环加成以及随后的光化学后修饰实现的。该方法与面向多样性的合成是一致的,其中光致前体以模块化方式合成,最多允许四个多样性输入。通过直接和高产的光化学后修饰步骤,例如与腈氧化物和硝酮的反应,以及Povarov和oxa-Diels-Alder反应,可以进一步提高初级光产物的复杂性。