Bismuth Acetate as a Catalyst for the Sequential Protodeboronation of Di- and Triborylated Indoles.

Bismuth Acetate as a Catalyst for the Sequential Protodeboronation of Di- and Triborylated Indoles.
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乙酸苯二酸酯作为Di-and di-di-di-triboryed吲哚的顺序凹孔的催化剂。

DOI:
10.1021/acs.orglett.6b00356
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发表时间:
2016-04-01
期刊:
影响因子:
5.2
通讯作者:
Maleczka, Robert E., Jr.
Maleczka, Robert E., Jr.
中科院分区:
化学1区
文献类型:
--
作者:
Shen, Fangyi;Tyagarajan, Sriram;Perera, Damith;Krska, Shane W.;Maligres, Peter E.;Smith, Milton R., III;Maleczka, Robert E., Jr.

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乙酸铋 (III) 是一种安全、廉价且选择性的顺序原脱硼促进剂,当与 Ir 催化的硼基化结合使用时,可以得到多种硼基化吲哚。通过选择性地将 6-氟吲哚转化为在 4-、5-、7-、2,7-、4,7-、3,5-和 2,4,7-位上具有 Bpin 基团的产物以及舒马普坦的后期功能化,证明了 Ir 催化的硼化与 Bi(III) 催化的原脱硼化相结合的多功能性。
Bismuth(III) acetate is a safe, inexpensive, and selective facilitator of sequential protodeboronations, which when used in conjunction with Ir-catalyzed borylations allows access to a diversity of borylated indoles. The versatility of combining Ir-catalyzed borylations with Bi(III)-catalyzed protodeboronation is demonstrated by selectively converting 6-fluoroindole into products with Bpin groups at the 4-, 5-, 7-, 2,7-, 4,7-, 3,5-, and 2,4,7-positions and the late-stage functionalization of sumatriptan.
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期刊: The Journal of organic chemistry
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