Synthesis of indole-based propellane derivatives via Weiss-Cook condensation, Fischer indole cyclization, and ring-closing metathesis as key steps

被引：17

作者：

Kotha, Sambasivarao ^{[1
]}

Chinnam, Ajay Kumar ^{[1
]}

Tiwari, Arti ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Powai, India

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 9卷

关键词：

allylation; indole derivatives; propellanes; ring-closing metathesis; Weiss-Cook condensation; IMINIUM ION CYCLIZATION; CONCISE TOTAL-SYNTHESIS; GENERAL-APPROACH; A-C; ALKALOIDS; (+/-)-MINFIENSINE; POLYQUINENES; CONSTRUCTION; MINFIENSINE; SERIES;

D O I：

10.3762/bjoc.9.307

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A variety of highly functionalized indole-based [n.3.3]propellane derivatives is described. The synthesis of the propellane derivatives involves a Weiss-Cook condensation, a Fischer indole cyclization, and a ring-closing metathesis as key steps.

引用

页码：2709 / 2714

页数：6

共 12 条

[1] SYNTHESIS OF PHENANTHROLINE AND INDOLE BASED HYBRID CYCLOPHANE DERIVATIVES VIA RING-CLOSING METATHESIS
Kotha, Sambasivarao
Shirbhate, Mukesh E.
Chinnam, Ajay Kumar
Sreevani, Gaddamedi
[J]. HETEROCYCLES, 2016, 93 (01) : 399 - 405
[2] Design and synthesis of hybrid cyclophanes containing thiophene and indole units via Grignard reaction, Fischer indolization and ring-closing metathesis as key steps
Kotha, Sambasivarao
Chinnam, Ajay Kumar
Shirbhate, Mukesh E.
[J]. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2015, 11 : 1514 - 1519
[3] Design and synthesis of polycyclic bisindoles via Fischer indolization and ring-closing metathesis as key steps
Kotha, Sambasivarao
Cheekatla, Subba Rao
Chinnam, Ajay Kumar
Jain, Tanu
[J]. TETRAHEDRON LETTERS, 2016, 57 (50) : 5605 - 5607
[4] Synthesis of indane-based [n.3.3] propellane derivatives via ring-closing metathesis
Kotha, Sambasivarao
Chinnam, Ajay Kumar
[J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2017, 56 (10): : 1065 - 1069
[5] Electrophilic Cyclization and Ring-Closing Metathesis as Key Steps in the Synthesis of a 12-Membered Cyclic Enediyne
Danilkina, Natalia
Nieger, Martin
Selivanov, Stanislav
Braese, Stefan
Balova, Irina
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (29) : 5660 - 5664
[6] Synthesis of Indole Annulated [1,3]-Thiazaheterocycles and-macrocycles via Ring-Closing Metathesis
Muthusamy, Sengodagounder
Kumar, Muniyappankovilthottam Devaraj Senthil
Suresh, Eringathodi
[J]. CHEMISTRYSELECT, 2016, 1 (11): : 2603 - 2609
[7] Synthesis of cleayamine-type indole alkaloids and their 5-nor derivatives by a ring-closing metathesis-vinyl halide Heck cyclization strategy
Bennasar, M. -Lluisa
Sole, Daniel
Zulaica, Ester
Alonso, Sandra
[J]. TETRAHEDRON, 2013, 69 (12) : 2534 - 2541
[8] Synthesis of pyrrole derivatives via ring closing metathesis, Clauson-Kaas reaction and Paal-Knorr condensation as key steps
Kotha, Sambasivarao
Singh, Deepshikha
[J]. JOURNAL OF MOLECULAR STRUCTURE, 2023, 1275
[9] Diversity-Oriented Approach to Carbocycles and Heterocycles through Ring-Rearrangement Metathesis, Fischer Indole Cyclization, and Diels-Alder Reaction as Key Steps
Kotha, Sambasivarao
Ravikumar, Ongolu
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (25) : 5582 - 5590
[10] Synthesis of propellanes containing a bicyclo[2.2.2] octene unit via the Diels-Alder reaction and ring-closing metathesis as key steps
Kotha, Sambasivarao
Pulletikurti, Sunil
[J]. RSC ADVANCES, 2018, 8 (27) : 14906 - 14915

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