Pd(II) catalyzed ortho C–H iodination of phenylcarbamates at room temperature using cyclic hypervalent iodine reagents

A novel approach to access ortho iodinated phenols using cyclic hypervalent iodine reagents through palladium(II) catalyzed C–H activation has been developed through weak coordination. The reaction showed excellent regioselectivity, reactivity and good functional group tolerance. A unique mechanism was proposed.

Pd(II) catalyzed ortho C–H iodination of phenylcarbamates at room temperature using cyclic hypervalent iodine reagents

Xiuyun Sun,^a   Xia Yao,^a   Chao Zhang^a and   Yu Rao*^a

*Corresponding authors

^aMOE Key Laboratory of Protein Sciences, Department of Pharmacology and Pharmaceutical Sciences, School of Medicine and School of Life Sciences, Tsinghua University, Beijing 100084, China

E-mail: yrao@mail.tsinghua.edu.cn

Chem. Commun., 2015,51, 10014-10017

DOI: 10.1039/C5CC02533H

http://pubs.rsc.org/en/content/articlelanding/2015/cc/c5cc02533h#!divAbstract

yu rao

Zhang Chao

 Tsinghua University, Beijing

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BALI INDONESIA


BALI, INDONESIA

Bali - Wikipedia, the free encyclopedia

en.wikipedia.org/wiki/Bali

Bali is an island and province of Indonesia. The province includes the island of Bali and a few smaller neighbouring islands, notably Nusa Penida, Nusa ...

‎Denpasar - ‎Balinese Hinduism - ‎Ngurah Rai International Airport - ‎History of Bali

Kuta, Bali

Downtown Kuta on Bali	Gate to Kuta Beach

The beach of Kuta stretches from Kuta to the neighboring town of Legian.

Kuta Beach

Ubud

Temple in Ubud	Bridge in the Sacred Monkey Sanctuary

Street in Seminyak	Rice field in Seminyak

Gili Islands, Lombok

Boats waiting at Perambai	Fisherboat on the way to the Gilis

Beach on Gili Air	There are no motor vehicles on the Gilis

Beachfront restaurant on Gili Air	Ordering grilled fresh fish

Tanah Lot, Bali

Tanah Lot temple on Bali

Ulu Watu

Temple procession in Bali	Cliffs at Ulu Watu

Ngurah Rai International Airport is located in southern Bali. The capital of Bali, Denpasar, is located nearby.
The airport is named after I Gusti Ngurah Rai, an Indonesian republican who died on 20 November 1946 in a puputan (fight to the death) against the Dutch. The Dutch defeated his company with air support, killing Rai and 95 others during the Indonesian Revolution in 1946. The airport is located in Tuban between Kuta and Jimbaran and is close to the tourist locations of southern Bali; the resort center of Kuta is 2.5 km north of the airport.

A kaki lima food cart serving bakso - a typical streetside scene in Bali

Satay lilit - minced seafood on a lemon grass stick, grilled over charcoal


Preparing for a colorful odalan temple anniversary procession

Cities

• Denpasar — a bustling city, the administrative centre and transport hub of the island but not a major tourist destination
• Candidasa — a quiet coastal town, the Bali Aga and gateway to the east coast
• Kuta — surfer central, by far the most heavily developed area in Bali. Lots of shopping and night-life and the centre of lower-end party culture on Bali
• Jimbaran — close to the airport, sea-side resorts, a nice sheltered beach and seafood restaurants south of Kuta
• Legian — located between Kuta and Seminyak; also the name of Kuta´s main street
• Lovina — beautiful black volcanic sand beaches and coral reefs
• Sanur — sea-side resorts and beaches popular with older families
• Seminyak — quieter, more upscale beachside resorts and villas just to the north of Legian, with some fashionable upscale restaurants and trendy designer bars and dance clubs
• Ubud — the centre of art and dance in the foothills, with several museums, the monkey forest and lots of arts and crafts shops

Regions

Map of Bali with regions colour coded

South Bali (Kuta, Bukit Peninsula, Canggu, Denpasar, Jimbaran, Legian, Nusa Dua, Sanur, Seminyak, Tanah Lot) The most visited part of the island by far, with Kuta Beach and chic Seminyak.

Central Bali (Ubud, Bedugul, Tabanan) The cultural heart of Bali and the central mountain range.

West Bali (Negara, Gilimanuk, Medewi Beach, Pemuteran, West Bali National Park) Ferries to Java and the West Bali National Park.

North Bali (Lovina, Singaraja) Quiet black sand beaches and the old capital city.

East Bali (Amed, Besakih, Candidasa, Kintamani, Klungkung, Mount Agung, Padang Bai, Tirta Gangga) Laid back coastal villages, an active volcano and the mighty Mount Agung.

Southeastern Islands (Nusa Lembongan, Nusa Penida, Nusa Ceningan) Quiet offshore islands in the southeast, popular for diving activities.

Trans-Cinnamamide , (2E)-3-Phenyl-2-propenamide

trans-Cinnamamide/(2E)-3-Phenyl-2-propenamide

Name	trans-Cinnamamide
Synonyms	(2E)-3-Phenyl-2-propenamide
Name in Chemical Abstracts	2-Propenamide, 3-phenyl-, (2E)-
CAS No	22031-64-7
EINECS No
Molecular formula	C9H9NO
Molecular mass	147.18
SMILES code	NC(=O)/C=C/c1ccccc1

1H NMR

1H-NMR: trans-Cinnamamide
250 MHz, DMSO-d6
delta [ppm]	mult.	atoms	assignment
6.61	d (JAB= 15.9)	1 H	C=CH-CO (2-H)
7.13	broad s	1 H	NH
7.2-7.6	m	7 H	CH (arom.) + NH + -CH=C (3-H)
7.42	d (JAB= 15.9)	1 H	-CH=C (3-H)
6.53	d	1 H	C=CH-CO (2-H, cinnamic acid)
7.82	d	1 H	-CH=C (3-H, cinnamic acid)
2.5	s		DMSO
3.33	s		O-CH3 (tBu-OMe)
1.19	s		C-CH3 (tBu-OMe)

13C-NMR

13C-NMR: trans-Cinnamamide
250 MHz, DMSO-d6
delta [ppm]	assignment
122.31	C2 (=CH-)
127.52	CH arom.
128.90	CH arom.
129.42	C4 (arom.)
134.86	C quart. arom.
139.16	C3 (-CH=C)
166.68	C1 (-C(=O)NH2)
38.5-40.5	DMSO-d6

IR

IR: trans-Cinnamamide
[KBr, T%, cm-1]
[cm-1]	assignment
3375, 3175	N-H valence
3084	aliph. C-H valence, =C-H
1665	C=O valence, carboxamide
1610	alkene C=C valence
1580, 1495	arom. C=C valence

Chromatogram

HPLC: crude product
column	Phenomenex Luna C18; particle diameter 3 µm, L= 150 mm, ID= 4.6 mm
column temperature	25 °C
injection	5 µL
mobile phase	5% MeCN / H2O (0.0059% CF3COOH), gradient to 95% MeCN / H2O (40 min), 10 min isocratic
flow	1.0 mL/min
detector (UV 220 nm)	percent concentration calculated from relative peak area

HPLC: pure product
column	Phenomenex Luna C18, particle diameter 3 µm, Länge 150 mm, Innendurchmesser 4.6 mm
column temperature	25 °C
injection	5 µL
mobile phase	5% MeCN/H2O (0.0059% CF3COOH), gradient to 95% MeCN/H2O (40 min), 10 min isocratic
flow	1.0 mL/min
detector (UV 220 nm)	percent concentration calculated from relative peak area

Name	trans-Cinnamamide
Synonyms	(2E)-3-Phenyl-2-propenamide
Name in Chemical Abstracts	2-Propenamide, 3-phenyl-, (2E)-
CAS No	22031-64-7
EINECS No
Molecular formula	C9H9NO
Molecular mass	147.18
SMILES code	NC(=O)/C=C/c1ccccc1

NH3

+

IR

IR: trans-Cinnamamide
[KBr, T%, cm-1]
[cm-1]	assignment
3375, 3175	N-H valence
3084	aliph. C-H valence, =C-H
1665	C=O valence, carboxamide
1610	alkene C=C valence
1580, 1495	arom. C=C valence

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Denpasar, bali, indonesia

1. Denpasar - Wikipedia, the free encyclopedia

   https://en.wikipedia.org/wiki/Denpasar

   
   

   Denpasar (Indonesian: Kota Denpasar, Indonesian pronunciation: [dənˈpasar]) is the capital and the most populous city of the Indonesian province of Bali.
   

   ‎Etymology - ‎History - ‎Geography - ‎Demography

   
   

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   Jagatnatha Temple Denpasar | Bali Places to Visit

   www.balisurfadvisor.com

   

   
   

   Denpasar market, Denpasar is the capital of Bali Province. The main street of Denpasar is Gajah Mada street where is the main shopping center, .

   
   

   A very giant Ogoh-ogoh at a cross junction in Denpasar

   
   

   

   
   

   

   
   

   

   A view from the Kumbasari Market

   
   

   

   
   

   

   
   

   

   
   

   
   

   

   

   

   
   

   

   
   

   
   

   PT (PERSERO) ANGKASA PURA I CABANG BANDARA NGURAH RAIGEDUNG WISTI SABHA LANTAI 3 BANDARA NGURAH RAIDENPASAR, BALI 80362

   Bali Airport (Ngurah Rai) Denpasar – Indonesia

   Bali Ngurah Rai International Airport, also known as Denpasar International Airport, is located in southern Bali, 13 km south of Denpasar. It is Indonesia’s third-busiest international airport.
   
   
   
   

   
   

   
   

   Bajak Laut Nasi Tempong & Seafood, Renon, Bali

    

   

   Sporting the growth of Denpasar residents' likes for Nasi Tempong, Bajak Laut Nasi Tempong & Seafood sets on a different kind of path by combining Nasi Tempong with the other well-known Bali's best: Seafood.
   

   

   Sets in the cozy neighborhood of Renon, Denpasar, Bajak Laut is the newest addition of restaurant openings in this area. From the down-to-earth food courts selling Ayam Goreng, Chinese food and Sup Kepala Ikan, to the more luxurious XO Suki & Cuisine, Ayucious, or the more established Bendega, Ikan Bakar Cianjur, and Hanamasa, Bajak Laut further marks Renon as a leading Denpasar's culinary destination.
   

   

   Though opened really close to the market leader Nasi Tempong Indra, that with its aggressive market expansion in 2012 opens two new branches around Renon area alone, Bajak Laut however has what Indra has not: various choices of seafood comprising of fishes, shellfish, crabs, and shrimps. Therefore market wise, Bajak Laut is aiming at a slightly different crowds: those who loves the spicy Nasi Tempong, and those who loves Seafood; especially those too tired to go through all the traffic madness at Simpang Siur to reach Jimbaran.
   (Or believes it's too touristy.)
   

   

   As the champion of this premise, Bajak Laut offers "Kepiting Asap ala Bajak Laut", which are crabs cooked in sweet and savory rubs, then grilled inside banana leaf wraps to enhance its aroma. The result is a treat not only delicious to the taste but also to the sight.
   

   

   Ingredients used for the rub is dominated with daun salam, or Indonesian bay leaves. For those familiar with gepuk; fried beef first marinated in spices and brown sugar, Kepiting Asap ala Bajak Laut has an almost identical seasoning.
   One portion of Kepiting Asap ala Bajak Laut consisting of two crabs weighing total of 5 ons (500 grams). At 120K they're good for two, while the 7 ons one costs 150K. For the 5 ons portion, the crab size is a bit small, hence eating them requires quite an effort.
   Nasi Tempong is a good example how a food originated from outside Bali could becomes a local hit. Originated from Banyuwangi, Nasi Tempong managed to get quite followers due to its main character of super spicy sambal. Nasi Tempong usually served as a package consisting of white rice, steamed vegetables, tahu, tempe, anemic salted fish, and super spicy sambal, and a main dish of either fried chicken, or other kind of proteins.
   While I'm not a die-hard spicy food fans, I found their Nasi Tempong quite palatable, especially since the stewed vegetables plus sambal that's the core of every Nasi Tempong dish, is like a staple food in Western Java where I grew up.
   Service is polite and attentive, though we found it's a bit hard to get attention from the waiters, except from the one stand by the front door. Beside of the seafood, the Nasi Tempong variations are sold around 12K to 45K,
   Starting December 2013 but don't know for how long, Bajak Laut Nasi Tempong & Seafood offers a special discount for their set menu, at 150K for 4 people, and 250K for 6 people.
   One annoying condition that we have to face as well, that even though the premise is fully airconed, people are allowed to smoke! And here in Denpasar, Bali, sadly it's the common case with many eating premises, and Bajak Laut is no exception. Therefore while their crab is quite delicious, until Bajak Laut separates its smoking and non-smoking section it poses health hazard to your youngsters. (byms)
   Bajak Laut Nasi Tempong & Seafood
   Jl. Cok Agung Tresna No.23, Renon, Denpasar, Bali
   (0361) 7984007

   
   

   
   

   
   

   
   

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