Tetralin-1-carboxamides are frequently incorporated in myriad medicinally important molecules. However, their existing synthetic routes not only suffer from some drawbacks such as tedious procedures, harsh reaction conditions, narrow substrate scope, low yields, and environmental problems, but are also based upon the elaboration of uneasily available non-linear tetralin derivatives. Herein, we describe a metal- and additive-free visible light-induced [4+2] annulation of two simple linear starting materials, namely acrylamides and 2-benzyl-2-bromocarbonyls, through a cascade C(sp³)−Br/C(sp²)−H bond cleavage, double C−C bond formation, and aromatization sequence. The developed protocol provides a convenient, efficient, and green approach to a variety of tetralin-1-carboxamide derivatives with good functional group compatibility. Importantly, the resulting products could also undergo the LiCl-mediated mono-decarboxylative cyclization process to further furnish the architecturally novel bridged polycyclic imides with excellent cis-diastereoselectivities.

中文翻译：

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无金属光催化[4+2]丙烯酰胺与2-苄基-2-溴羰基环化组装四氢化萘-1-甲酰胺


Tetralin-1-甲酰胺经常掺入到无数重要的药用分子中。然而，它们现有的合成路线不仅存在操作繁琐、反应条件苛刻、底物范围窄、收率低和环境问题等缺点，而且基于不易获得的非线性四氢化萘衍生物。在此，我们描述了两种简单线性起始材料（即丙烯酰胺和2-苄基-2-溴羰基）通过级联C(sp ³ )−H 键断裂、双 C−C 键形成和芳构化序列。所开发的方案为多种具有良好官能团相容性的四氢化萘-1-甲酰胺衍生物提供了一种便捷、高效、绿色的方法。重要的是，所得产物还可以经历LiCl介导的单脱羧环化过程，以进一步提供具有优异顺式-非对映选择性的结构新颖的桥联多环酰亚胺。