With a growing toolbox of surfactant-mediated chemistry in water and an increased number of scaled-up transformations has come tremendous learning [for example, see: Lipshutz, B. H.; et al. The Hydrophobic Effect Applied to Organic Synthesis: Recent Synthetic Chemistry “in Water”. Chem. - Eur. J. 2018, 24 (26), 6672–6695]. These opportunities now reside within a few expert groups, and while all of the details are far from fully understood or still under development, substantial know-how has been gained in both reaction process and synthesis design. Herein we share some of the fundamental principles inherent to micellar catalysis and illustrate them on a particularly challenging case involving a Suzuki–Miyaura cross-coupling. The complete structures of the active pharmaceutical ingredient (API) and the intermediates are not fully disclosed for confidentiality reasons but can nevertheless serve as illustrative of the importance of factors that, unlike traditional chemistry in organic solvents, can be crucial to a successful outcome (e.g., lipophilicity). The API used as an example for this discussion bears significant commonality with a large number of other targets associated with the formation of a biphenyl array as well as the presence of an amide and products resulting from nucleophilic aromatic substitutions (S_NAr). Hence, we look to utilize these prior learnings and can now rapidly apply them to the design of optimal conditions for several other important transformations.

中文翻译：

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表面活性剂技术：根据新规则，需要设计新序列！

随着水中由表面活性剂介导的化学工具箱的增长以及按比例放大的转化次数的增加，大量的学习成为了难题[例如，请参见： BH Lipshutz，; 等。疏水作用应用于有机合成：“水中”的最新合成化学。化学 - 欧元。J. 2018，24（26），6672–6695]。这些机会现在存在于几个专家小组中，尽管所有细节尚未完全理解或仍在开发中，但在反应过程和合成设计中都已获得了大量专业知识。本文中，我们分享了胶束催化固有的一些基本原理，并在涉及铃木-宫浦交叉偶联的特别具有挑战性的案例中进行了说明。出于保密原因，活性药物成分（API）和中间体的完整结构并未完全披露，但仍可以说明某些因素的重要性，这些因素与有机溶剂中的传统化学方法不同，对于成功取得成功至关重要（例如，亲脂性）。_N Ar）。因此，我们希望利用这些先前的经验，现在可以将其快速应用于其他几个重要转换的最佳条件设计。